Weird Sisters Ch. 01 - Anal
Weird consequences of his girlfriend's fight with her twin.
11.4k words
4.7
306.9k
526
11
PUBLIC BETA
Note: You can change font size, font face, and turn on dark mode by clicking the "A" icon tab in the Story Info Box.
You can temporarily switch back to a Classic Literotica experience during our ongoing public Beta testing. Please consider leaving feedback on issues you experience or suggest improvements.
Author's note: This is a work of fiction. All characters are eighteen years or older. Don't expect realism, and you won't be disappointed when you don't find it! Enjoy!
When I heard the door slam shut, I stopped typing. In the six months since my girlfriend Debra and I moved in together, I had learned that you could tell what kind of day she had just by listening to the sounds she made in the first thirty seconds after she got home. So I saved the piece I was writing, sat still at my desk and listened.
The slammed door didn't mean much in itself. In fact, it might even bode well for me. On many previous occasions, after that slamming sound, I had heard the clicking of Deb's heels across the apartment as she strutted her way to my chair to hug me from behind, biting my ear and murmuring in a sexy voice that she had a lot of stress to relieve and could I think of a way to help her out? That would be a good bad day.
But today was different, as I realized when I heard the clinking sound of her keys hitting the kitchen table, hard, followed by the heavy thump of her bag falling to the floor. Finally, there was the tumbling echo of her shoes being kicked off to scatter in the hall. That, I had come to learn, was the ultimate bad sign. Okay then, I thought with a sigh, so it's Dana again.
When I got to the living room, Deb was sitting on the couch with her legs tucked under her. Her dark pencil skirt had ridden halfway up her shapely thighs and she was nervously curling and uncurling her toes like she unconsciously does whenever she's really upset. Under her white blouse, her heavy boobs were rising up and down in time with her angry, labored breaths. Her brow was furrowed and she was staring at the dark TV screen, her delicate oval face set in a gloomy grimace. She was fidgeting with her ponytail, restlessly twirling her hair around her slim fingers.
"Hey Debs," I said, cautiously approaching the couch.
"I HATE her!" Deb spat, still staring straight ahead "I fucking hate her!"
I sat quietly beside her, careful not to unleash her wrath further. Then, ever so slowly, I wrapped my arm around her shoulders and just sat still, waiting.
Deb is the sweetest girl in the world, I swear. She's kind, quick with a smile and very caring. As a rule, getting angry is just not her style. Sure, she does often shift into tigress mode during sex, letting out all her pent up craziness and channeling it into passionate fucking session. But that's a good kind of angry, the kind that I get to enjoy. Outside of the bedroom though, the only thing that can make my girlfriend go berserk is a serious argument with Dana, her twin sister.
At a first glance, Debra and Dana hardly look like sisters at all, let alone like twins. Deb has a curvy, voluptuous figure to go with her gentle and warm personality. A former cheerleader, Dana has a slim body with perky tits and a taut little butt. At twenty three, Dana still acts like a bubbly, ditzy, flirty teenager without a care in the world. Deb and Dana have the same hazel eyes and light brown hair, but Dana's are often dyed blonde or at least highlighted. Despite their very different characters, their frequent bickering and a constant undercurrent of sibling rivalry, I know for a fact that my girlfriend and her twin are very close. Ever since I met Deb, I can't remember one single day when she and Dana have not spent time together or at least talked extensively on the phone.
Deb and Dana's father was a fairly notorious painter whose work got quite a bit of recognition after his early death. Thanks to their Mom's business acumen, their family ended up owning a small but well known art gallery. Both Deb and Dana work there. Deb manages the business end of things with their Mom, while Dana puts her charming flirtatiousness to good use in public relations. Reeling in potential buyers and sniffing out cool new artists is Dana's specialty, while Deb's is making sure that an actual deal gets closed at the end of the day. They make a good team, all things considered. But then, sometimes they do get in a real fight.
Strangely enough, their most bitter fights seem to revolve around small things between the two of them, stuff that anyone else would consider irrelevant. Honestly, their conflicts puzzle me. I don't recall my siblings and I ever getting as mad at each other as Deb and Dana do. Then again, we are not as close as Deb and Dana are. Maybe it's a twin thing: they love hard, they fight hard. As for me, I've learned that when Deb and Dana fight, the wisest move is to just wait it out.
And that's exactly what I did that day. I sat beside Deb on the couch, patiently waiting for her fury to subside while I feasted my eyes on her generous cleavage exposed thanks to the undone top buttons of her blouse. After a long silence, she finally spoke.
"I hate her, Jeff," she growled through gritted teeth. "God, how could she... This is so much like her, fucking Dana. I hate her!"
"Yeah, I know, babe," I said, hugging her tighter to me. Feeling her unwind a little, I added: "But you don't really hate her, Debs. We both know you don't. You guys get in these fights all the time and you always work it out. How is this any different?"
At that, Deb finally turned to face me. There was anger in her gaze, but she looked dead serious and a bit hurt as she said: "She had a buttplug up her ass all day, Jeff!"
"Oh," I said, dubious but suddenly very intrigued. "And what does that have to do with anything?"
"Jeff, she broke our pact!" Deb practically screamed. Her eyes were all bugged out. "That bitch!"
I nodded knowingly, having no idea what my girlfriend was talking about. Still, the thought of Dana with a buttplug up her ass had taken root in my brain and I felt my cock stir. After a bit I cleared my voice and tactfully asked: "What pact is that again, Debs?"
She sighed and shook her head. Looking at me like a was an idiot, Deb explained. "Years ago me and Dana made a pact, about sex and stuff. The idea was that we would always do things when we were both ready to do them. Basically, we promised to wait for the other before we'd try stuff out on our own. Like, in high school, she wanted to have sex with a cheerleader friend of hers. But she couldn't, because I didn't feel like doing lesbian stuff yet and we had the pact, so she had to wait for me. When we decided to lose our virginity, we talked it through between us a lot and we finally did it only when we both felt ready. And that applied to anything new we wanted to try ever since."
She exhaled and hung her head, looking sad. I pulled her tighter into my arms as she continued. "We always respected the pact, Jeff. It's something we've stuck to since forever. It was our thing, you know? And then today at work she was all giggly and she kept squirming whenever she sat down and she walked around kind of funny. So I asked her about it and she told me that she had a buttplug up her ass because Rodrigo flies in tonight from Venezuela for the exhibit next week."
"Yeah?..." I said, vaguely recalling Dana's most recent boyfriend. Cocky, vain, supposedly cool artist on the rise pretending to be poor but actually from a rich family, he was Dana's type alright.
"Yeah, and she's decided that she's gonna let him fuck her in the ass! Just like that, out of the blue! I bet she wouldn't have told me about the buttplug at all if I hadn't asked. And when I reminded her of the pact, she was all cool and dismissive about it, like it didn't even matter! Stupid Dana! I had to wait till I was nineteen to give my first blowjob because she was grossed out by the idea of putting a guy's cock in her mouth. I really wanted to try, I was sure I'd like it and I did, you know how I love giving blowjobs! But I waited for her. And this is how she repays me!? Fucking Dana!"
I just nodded, trying to sit more comfortably to accommodate my growing erection in the confines of my pants. This sounded exactly like the kind of weird stuff that Deb and Dana usually had going on between them, but so much hotter.
With her head resting in the hollow of my shoulder, Deb grumbled dejectedly: "And if breaking our pact isn't enough, she will have another first on me now. Except for giving blowjobs, Dana did everything before me. First to kiss a boy, first to have a boyfriend, first to pop her cherry, first to have sex with another girl. She even got first facial, though she hated it. And now first anal too..."
Suddenly, a vision of my cock buried deep inside my babe's plump ass flashed before my eyes. My hard-on twitched in my pants and the words were out of my mouth before I even realized it.
"You know, Debs, nothing's lost just yet. It's not like Dana's gonna get Rodrigo to fuck her ass in the restrooms at the airport... They'll probably go to dinner first and she'll tease him to death as she always does with innuendo and stuff. When does he even get here exactly?"
"At 20:00 I think," Deb said, looking at me quizzically "I can't remember, Jeff... What difference does it make anyway?"
A big one, I thought to myself. I pondered for a moment. Even though I adored Deb's round juicy bubble-butt, I never pressed her into trying anal. I guess I never felt the need for it. Her blowjobs were nothing short of masterful and she eagerly swallowed my cum like a good girl. Her big boobs were always available for a soft titfuck. Her hot wet pussy was incredibly tight and she could squeeze her silky folds around me so deliciously that, so far, anal was just a remote possibility that I never really felt compelled to pursue. But now...
"Jeff? Why do you want to know when Rodrigo gets here?"
I tried to contain my grin into a thin smile as I said: "Because you still can beat Dana, silly girl!"
My girlfriend just stared at me, blinking once. Twice. Three times. This was going to be tricky, but I felt I could pull it off. Deb always liked it when I played with her pink little asshole, licking it and fingering it as I ate her sweet pussy out. Plus, she was mad at Dana. I just had to stir her fury in the right direction. I needed to properly bait her inner tigress.
"Look, Debs, I'm just saying," I went on, as calmly as I could while envisioning my aching boner sawing in and out of her virgin ass, "Dana broke your pact, right? So technically you're not bound by it anymore. And if you really want to teach her a lesson and get a first, a major one at that I might add, well, here's your chance, babe."
She just kept staring at me, her lovely hazel eyes absolutely unreadable. I knew I was walking on thin ice. Still, she wasn't saying no. Giving my best attempt at a charming, winning smile, I breezily added: "But then, who cares about first anal. After all, Debs, you met the love of your life first, eh!"
My girlfriend's luscious lips quivered. Her pretty but so far sullen face finally brightened in a big smile. She sighed dramatically and rolled her eyes in mock exasperation, then she grabbed my head in her tiny hands and smashed her soft mouth into mine, kissing me deeply.
"You're such a dork, Jeff," she said, playfully slapping my chest. "But I guess you're right... I love you, baby."
"Love you too, Debs," I said, sucking on her full lower lip and slipping my tongue into her hot mouth. We made out for a bit and I was content enough with that. At least she wasn't mad at me for suggesting that I fuck her ass. When her hand went to my bulging crotch I perked up even more.
I had opened her blouse and I was cupping her big heavy boobs through her lacy bra when Deb broke our lip-lock. She looked at me with a devilish grin. "Okay, baby, drop your pants and let me suck you for a bit." Her voice was sultry as she murmured into my mouth, saying something I didn't expect: "I guess I'd better lube you up good if you're gonna stick your big cock up my ass."
My eyes widened. "What!? Debs, really?"
She nodded her head, looking me in the eye. "You're right, Jeff. Fuck the pact and fuck Dana. I want to be first at anal," she said, taking off her bra and offering me her splendid tits.
I immediately fell on those pillowy jugs, massaging them in my hungry palms, loving their soft fullness as they overflowed my fingers. Unable to resist my girlfriend's huge boobs, I dipped my head down and started properly worshiping them with my mouth. As I sucked hard on her puffy areolas and tormented her sensitive thick nipples with my tongue, Deb kept speaking huskily.
"I want to do it, baby, I want to try it in my ass... Mmh, yeah lick my big titties like that! Oooh! I know how much you love my ass, baby, and I always like it when you finger me there. Oooh yeah bite my nipples, suck my tits! Mmhh... I want it, Jeff... I want you to take my anal cherry."
I groaned when I was deprived of Deb's juicy tits. Pushing me back on the couch, she knelt beside me. She stuck her ass in the air and hiked her skirt up her thighs and past the sumptuous curve of her rump, until she had revealed her magnificent meaty bottom completely. She took off her thong panties very slowly, sliding them teasingly down her juicy round buttcheeks.
Giggling, Deb wiggled her ass, murmuring in a sexy purr: "Like this ass, baby? Wanna fuck it?"
Talk about tigress mode, I thought. I couldn't believe this was really happening. The vision of her naked upturned bubble-butt made my mouth go slack. My dick felt like it was trying to poke a hole through my pants. "Yes," I managed to croak. "Fuck yes! I wanna fuck your ass so bad!"
Deb snickered and leaned her head down on my lap, pushing her plump ass further up. I had barely the time to reach my hungry hands toward her fleshy rump before Deb unbuckled and unbuttoned me, yanking my pants and boxers down my legs. My cock sprung out, rock-hard, pulsing with need and leaking pre-cum.
Deb opened her lips wide and took me swiftly in her talented mouth. With practiced ease, she gobbled down my entire length in one single smooth plunge. The hot wetness of her oral cavity enveloped me as her soft lips slid all the way down to my root. Her squishy, contracting throat massaged my glans. I groaned and threw my head back as my girlfriend began bobbing her head fluidly on my shaft, treating me to one of her best deep-throating cock-milking blowjobs.
No matter how many times she blew me, I always marveled at her ability to swallow my cock down her throat just like that, effortlessly cramming her face full of my pulsing meat. I lost myself in the mix of sensations that Deb's expert cocksucking routine was giving me, unable to say what felt better; whether the massaging friction of her tender hollowed out cheeks, or the wet whirling suction of her mouth, or the smooth up and down of her cock-stretched lips gliding on my shaft, or the warm clenching grip of her swallowing gullet. In the end, I could only shiver and groan uncontrollably, feeling blessed to be in thrall to my own personal blowjob queen.
As always, Deb immediately reached a hand to her pussy and started frigging her clit while she applied her consummated fellating skills on my boner. It turned me on like crazy to see it, to know that she liked sucking me off so much that she had to masturbate while doing it. I lay one hand on her bobbing head, caressing her soft hair, while I moved the other down from her sumptuous round ass and into her smooth buttcrack.
My fingers made contact with Deb's clit-strumming digits as I dipped my fingertips in her soaked pussy, coating them in her juices before pressing them at the entrance of her forbidden hole. With slow circling motions, I began rubbing my girlfriend's little rosebud, massaging it into relaxation until I could slide one finger into her anus to the second knuckle. Deb moaned around my cock as I began slowly fingering her virgin asshole.
Cooing as she sucked me, my sweet babe slurped and slobbered messily on my tool. She was letting all my pre-cum and her spittle trickle sloppily from her lips to coat my cock rather than gulp down the slick mixture as she usually did. She's lubing me up for her ass, I thought. The mere idea sent pulses of pre-cum spurting into Deb's fellating mouth as she kept throat-fucking herself with gusto.
The purring vibration in her throat amplified my pleasure when she gobbled me deeply and the lather of saliva coating my pole made the seal of her cocksucking lips slide deliciously along my hardness as she increased her bobbing tempo, making me see stars. I was so lost in blowjob heaven that I barely remembered to saw my finger in and out of Deb's tight virgin asshole. I just left it there, twirling it every once in a while, slowly pulling it out and then sinking it in again, too caught up in the feel and sound and visual of Deb's face bouncing on my lap.
"Ooooh fuck!... Debs, you're gonna make me cum soon. You suck me so good!"
Deb slid her dick-jammed mouth up my dick giving me one last, long, deep suction. She stopped to nibble gently at my fat cockhead, nursing on it for a few seconds, then she let me out of her wet lips with a lewd popping sound. A shiny strand of spittle dangled a moment from her chin, connecting her face to my cock, then it broke and splattered down on my glistening rod.
Deb raised her head up and turned to look at me, wiggling her ass. She was moaning as my finger sank deeper inside her anus. "I love drinking your big loads, baby, but that will have to wait," she said in a lust-addled voice, grinning sexily. "Tonight I want you to fill my ass. I want to know how it feels to have my ass full of your creamy cum, baby. Come on, get the lube and grease me up."
I shot out of the couch and took off all my clothes before I ran to the bathroom and grabbed a bottle of baby oil, my spittle-coated hard-on waving in front of me. I felt my pulse drumming in my ears along with the echo of Deb's naughty words as I held the bottle of lube in my shaking hands. This was actually happening. I was about to sodomize my girlfriend's glorious ass.
When I came back, Deb was on all fours on the couch, completely naked. Her head was pressed down on the seat cushion, her huge tits squashed underneath her. Her arched back accentuated the mouth-watering curve of her plump ass. The position she was in, so willingly offered, emphasized the perfection of her majestic bubble-butt to the extreme. Deb's beautiful ass was a masterpiece. And I was about to fuck it.
I was practically drooling as I approached Deb's upturned booty. I reverently parted her meaty asscheeks and took a second to admire the treasures hidden in her crevice. The movement of her hand on her clit made my eyes dart down to her puffy nectar-glossy labia, but I immediately turned my gaze to her other hole. The pink little starfish of her asshole was winking at me in time with the shivers of pleasure coursing through my babe's bent-over frame. It begged me to lean my face down, to come closer, and I did so. Smooching and caressing the smooth globes of that sweet butt, I murmured: "Your ass is so amazing, Debs... So round and juicy and beautiful..."
Looking over her shoulder, cooing as she diddled her needy pussy, Deb giggled: "Aww, that's so sweet. Now lube me up, though, I'm going crazy with just my fingers to keep me happy. I need your cock, baby, I want you to oooooh!... Oooh my god, yeeees!"
Deb's breath caught in her throat as my mouth made contact with her tender rosebud. I started licking away at it immediately, like a man possessed. I didn't hope to rim Deb's ass as masterfully as she sucked my dick, but I sure gave my best as I slurped and lapped and gently munched on her little pink pucker.
With my lips locked onto her tiny butthole, I pried my girlfriend's fabulous asscheeks apart and pulled the edges of her anus open with my thumbs, gaping it slightly. As if it were her soft hot mouth, I french kissed Deb's asshole with abandon, slobbering away, poking and tickling and forcing my tongue inside her sphincter. Her high-pitched squeals and the increased speed of her clit-strumming digits told me all I needed to know about her appreciation of my lewd ass-worship.
PUBLIC BETA
Note: You can change font size, font face, and turn on dark mode by clicking the "A" icon tab in the Story Info Box.
You can temporarily switch back to a Classic Literotica experience during our ongoing public Beta testing. Please consider leaving feedback on issues you experience or suggest improvements.
I lathered Deb's backdoor with all the saliva I had, moistening and softening her butt-ring in preparation of the stretching it was soon going to get from my thick cock. I interrupted my analingual ministrations only to travel lower along Deb's silky perineum to lap up some pussy honey and bring the precious fluid back to her puckered pink starfish. A choked gasp emerged from my babe's throat every time my tongue sneaked its way into her fleshy flower looking for more sweet nectar. I tried to use her pussy juices only to lube her asshole, but yes, I confess, I drank quite a bit of them down, they were just too delicious.
Within minutes, Deb was frigging her clit furiously, clearly on the verge of climax. Her voice was thick with pleasure as she egged me on: "Oooh yes!... Ahhh fuck yes, Jeff, lick my ass! I love your tongue... Aaahh! In my ass... Stick your tongue deeper, baby, I'm gonna... CUUUMMM!"
I kept my lips clamped to my girlfriend's tender asshole as she shuddered and whimpered through her orgasm. She was barely descending from her peak when I slid two fingers inside her still twitching vaginal folds. Deb's moans increased, encouraging me to go on. I pumped my digits into her gushing pussy for a while as I tongued-fucked her pliant sphincter with renewed passion.
When I slipped my digits out of her honey pot and switched holes, easing first one then the other nectar-coated finger into her anus, I barely met any resistance. Deb quivered and gasped at the sudden empty feel in her pussy followed immediately by the stretching, filling sensation of having her asshole finger-fucked. I took my time as I sawed my digits fluidly in and out of her ass. All the while, I licked and slobbered all around her butthole, trying to let my spit trickle inside her dilated rosebud to keep her well lubed.
When Deb's moans and the frenzy of her clit-rubbing circles announced another incoming climax, I finally unclasped my mouth from her ass and pressed my lips to her engorged nub, taking in her busy fingertips too. I attacked her pulsing bud with a whirlwind of tongue strokes that made her squeal out between ragged breaths. She squirmed in surprise at first, then she removed her hand to give me more room for my oral assault. I felt her melt in pleasure as I pumped her ass with my fingers and devoured her clit with my mouth. She was cumming within seconds, bathing my avid suctioning lips in a flood of her delicious pussy juice. And still I licked and fingered her holes.
"Oooh my god, Jeff! That was great oooh!... Oooh nooo, please... Enough, baby, please, I need you to... Aaahh!... Jeff, wait! I'm ready, I'm so ready baby. I need you to fuck me now ooooh!... Please, Jeff, pleeeease, I can't take any more teasing... Just fuck me, baby, fuck my ass!"
Those words, heavy with wanton desire and carnal need, made me rabidly horny. Licking my lips, I removed my face from Deb's pussy and slid my fingers out of her ass. My eyes never left the slick knot of Deb's winking little anus while I positioned myself right behind her on the couch, kneeling between her parted thighs.
She cooed as I nestled my cock between her luscious asscheeks and I stared pouring baby oil on her tiny pink pucker. Though I was dying to just ram my boner deep inside that round bubble-butt, I didn't want to hurt my babe. I eased two fingers back inside her virgin asshole and used them to gape her sphincter while I dribbled a steady stream of lube straight into her rectum. Deb squirmed a bit as the cold slick fluid coated her bowels. Her fingers once again went to her pussy, already circling her clit in preparation of the incoming discomfort of getting her anal cherry popped.
When I removed my fingers from her ass, Deb's whole buttcrack was shiny with trickling lube. Her asshole was completely coated in baby oil as I pressed my cockhead against it. My throbbing dick was still glinting with the frothy mix of Deb's saliva and my pre-cum, but I greased myself up a little more anyways. I took a steadying breath and looked at Deb's face.
"Ready, Debs?" I asked, my hands caressing her beautiful plump ass. Deb's cheek was pressed into the seat cushion, her head turned so she could look back at me over her shoulder. She was biting her lips in anticipation, her eyes were glazed over with excitement. We locked gazes as I poked my glans harder into her oily anus. She just purred and nodded, murmuring: "Do it, baby. Take my ass."
Spreading her sumptuous buttcheeks wide open, I pushed my aching hardness into my girlfriend's virgin asshole. Greasy and well-rimmed as it was, her butt-ring yielded almost immediately at my push. I watched in awe as that tight little orifice dilated, stretching open to accept my invading girth until my fat tip disappeared inside her anus. Deb gasped as her elastic sphincter surrendered to my thick cock, but she didn't protest. Seeing that her asshole kept swallowing me as I kept pressing in, I slowly slid a bit more of my hard pole into that beautiful, willing ass. I expected Deb's choked moans to turn into yelps of protest or a plea to stop, but they didn't. She just kept frigging her clit and whimpering, vocalizing a mix of unexpected pleasure and slight discomfort.
I had eased my whole spongy glans and the first couple of inches of my shaft inside her slippery ass when Deb's virgin anus clamped around me, choking my cock in the grip of her contracting sphincter muscles. I groaned at that hard squeeze and stopped to let my babe's tight asshole get used to my stuffing presence. "You okay, Debs? Just tell me and I'll stop, I don't want to hurt you."
"Uuuh!... No, I'm fine just... Aaaahh fuck! Gimme a second... You feel so big, baby, you open me up so good! Don't stop, it feels weird, but nice... So stretched... So full... Uuuuhhh god! Give me more, baby, I want to feel all of you... Deep in my ass... Just... Uuuuh! Just go slowly, please."
Her whimpering voice and her gasping, broken breaths were so hot. I was thrilled to hear that she was liking her first assfuck and she actually wanted me to give her more cock. I wondered what did I ever do to deserve this sweet, hot, gorgeous girl who had just gifted me with her anal virginity.
I waited until I felt her sphincter muscles relax, then I resumed pushing into Deb's fabulous ass, sliding gently into her warm slippery rectum. A chorus of mewls and gasps escaped Deb's mouth as I carefully but firmly fed her eager anus more and more of my cock with gentle in-out strokes, sinking deeper at every shallow thrust. She was so insanely tight, and still I managed to get more and more of my cock crammed up her oily anal chute at each push.
I grunted out loud and she groaned deep in her throat when I finally jammed my throbbing cock all the way up her ass, my hips pressed into her pillowy butt and my balls bumping wetly against her soaking pussy. The feel of her buttery bowels clinging tightly all around my pole, squeezing me from tip to base in a warm massaging grip was unlike anything I ever felt. Not even Deb's velvety pussy was so insanely good. As my cock flexed deep inside my girlfriend's ass, throbbing in unprecedented pleasure, I knew I was hooked. I'd have to have this ass again and again and again.
High on anal lust, I grabbed onto Deb's magnificent bubble-butt and stirred her rubbery anal depths with my boner. Grinding into her virgin rectum, I blurted out: "Your tight little asshole feels so good, babe! You're so amazing, so fucking hot! I love you, Debs, and I love your beautiful ass!"
Deb's voice was trembling with pleasure as she spoke between gasps. "I... Uuuuh... Love you... Oooohh... Baby... Uuuhh yeaah! I can't believe... I have all of you... Aaaah! In my ass... So much cock inside me... So deep... So fucking good... Uuuuhhh! Now fuck me, baby, fuck my ass!"
Slowly at first, gradually picking up speed as her anal tunnel relaxed and molded around my rock-hard shaft, I started fucking my girlfriend's asshole. All the lube coating her untouched bowels had created a delicious slippery friction, so that moving my cock inside her most secret depths felt at the same time slick and snug. Even though she was relaxed and her oily butthole had adjusted to me, the tightness of her anal canal was still beyond incredible. The feel of immersing my dick in the buttery heat of Deb's rectum sent jolts of pleasure up my pistoning cock that electrified my whole body. I was in ecstasy as I got into a fluid buttfucking rhythm.
Deb seemed to have lost her ability to form actual words, but I loved the sexy sound of her choked animalistic moans at my gliding in-strokes, when I filled her asshole full of cock. Even more erotic though were her aching whimpers of disappointment on my out-strokes, when her rectum was left briefly empty of my thick meat.
When I withdrew from her anal sheath, leaving only my glans trapped inside the tight confines of her anus, Deb's butt-ring dragged out along with my pole, clinging to me as if trying to hold me inside that warm welcoming tunnel, begging me to push back in. And of course I complied, missing the snugness of her rectum as soon as I slid out. That greedy stretched-out sphincter was penetrated again and again by my fat pole as I swiftly glided back inside the heavenly heat of my girlfriend's tight ass with the urgency of a newly initiated but already devoted buttfucker.
As I picked up my ass-pounding pace, I felt Deb's body shiver beneath me from time to time while her asshole went into brief bouts of clamping spasms. When this happened, my scrotum bumped into an ever more soaked pussy as I pressed myself balls-deep into her jiggly ass. It was an incredible turn-on to feel the frenzied whirls of her clit-strumming digits mere inches from my ballsack and to realize that Deb was having a string of mini-climaxes as I sodomized her virgin asshole. The mere idea almost made me blow my load. I gritted my teeth and just kept slowly fucking her ass through those brief, delicious anal contractions until her rectum relaxed, then I was once again burying myself deep inside her bowels with a hard pounding rhythm.
For long blissfully lascivious minutes, me and my sweet Deb were lost in assfucking paradise. I slammed my hard tool into her surrendered asshole while she moaned and yelped and squealed, taking me knob to root into the hugging warmth of her glorious ass while she frigged herself to a rippling mini-orgasm after the other. It was simply amazing. It made me wondered how I could have gone twenty-three years of my life without ever fucking a girl's ass. I grinned at the thought that, based on Deb's enthusiastic reaction to her first taste of sodomy, I was likely to get more of her lovely ass in the future. Still, I wanted our first buttfuck to last as long as possible.
Every time I felt I was getting close, I buried myself deep in her ass and just stayed there, embedded in her greasy anus, slowly grinding into her fleshy rump. If this wasn't enough to calm down my surging sperm, I slipped out of her ass completely. We both groaned when my cockhead vacated her sphincter with a squishy popping sound as I withdrew my length from her hungry butt-ring. I adoringly kneaded the smooth roundness of Deb's plump ass while I basked in the spectacular sight of her gaping asshole, steadying myself before plunging into her rectum again.
The first times I pulled all the way out, her anus remained stretched open just for a few seconds then it started shrinking back to its usual tiny starfish shape. When I eased my pulsing cock back into her bowels again, I had to push a bit to get through her oily orifice, making Deb gasp at the renewed intrusion. But as the minutes passed and our assfucking got faster and wilder, whenever I broke my tempo and slid out, Deb's sphincter stayed dilated for longer and longer. Eventually, I was treated to the depraved spectacle of my girlfriend's slick well-fucked asshole remaining as stretched as it was when my fat dick was stuffed in it. Staring in awe at Deb's gaping butt-ring, I could peek into the dark red cavern of her rectum that I had managed to open up and reshape to fit my cock to perfection. It was an obscenely rewarding sight to see.
But no matter how hard I tried to delay the inevitable, my climax eventually closed in on me. Grabbing onto her fleshy buttocks, relentlessly filling her ass with my thick meat, I leaned over Deb's surrendered body. Pressing my chest to her arched back and resting my head on her shoulder, I grunted into my girlfriend's ear: "Aaahh Debs... I love fucking your ass! I'm gonna fuck your beautiful ass all the time now, babe, it's just too good! Aaah fuck! This ass... I love your tight ass!"
"Uuuuhh yeees! You can fuck my ass any time, baby... Uuuuh fuck! I had no idea... Uuuhh yes, like that... Harder, deeper! It's soooo good... Ooooooh fuck yeeees! Fuck me, fuck me haaaard!"
"Tell me," I grunted, slamming harder and faster and deeper into her warm bowels. "Tell me how much you love getting assfucked, babe. Aaah fuck!... Say it, Debs!"
Her breath caught in her throat at each of my savage, drilling thrusts. She shivered all over and I felt her slippery rectum start to quiver around me, announcing her impending climax. "Oooh god yesss!..." she mumbled, her voice broken and throaty. "Yeeees... I love it! Uuuh, baby... I want you in my ass, deep in me! I love your cock up my ass! I love how you stretch me... You fill me so much... Aaaaahhh fuck, yes! So dirty and slutty and so fucking good... Uuuuh!"
Berserk with anal lust, fueled by our dirty talk, I humped into Deb's asshole as fast and hard as my bucking hips allowed. She was practically howling as she pushed back against me, slamming her conquered ass into my impaling cock with jiggling, fleshy claps. I felt my balls draw up and my raging hardness flex as I pounded into her butthole with reckless fury. Panting and grunting into Deb's ear, delirious with arousal, I growled: "I own your ass now, babe! Ahhh... It's mine now!"
"Yeees! You own this ass now! Use me, use my ass! My ass is yours, baby! All yours, only yours!"
"You're my little anal fuck-toy now, aren't you?" I said, plowing her ass without restraint.
"Yeeeess! Uuuuh fuuuck!... I'm your dirty little buttslut, yeeees! Uuuuh!... I'm so fucking close, baby, fuuuuuck! Fuck meeee! Aaaaah!.. Fuck your nasty asswhore hard! Ooooh yeaah!... Fuck my ass fuck my ass fuck my aaaaaass!"
Feeling on the verge, I plundered Deb's anus with all I had, high on her words and on the feel of her oily anal sheath massaging my pulsing shaft. I was barely aware that I was still talking into her ear between raspy breaths. "Your tight little asshole... This beautiful ass... Aaaah yeah! Gonna cum in your ass, Debs... I'm gonna cum so hard in your ass... Aaargh fuck!"
"Uuuhh yes, fuck yeeess! I want your cum, baby! OOOHHH! Fill my... AAAAHHH! Ass... Full of... UUUUHHH! C-C-CUUUUUM!"
As Deb yelled out her orgasm, I slammed my cock balls-deep in her ass one last time and exploded. My first torrential spurt had barely hit her anal walls when her rubbery rectum contracted around my fully buried length. As snug as her ass had been while I fucked it, her orgasm made it clench even tighter. I was in buttfuck heaven. My erupting cock throbbed madly as I sprayed pulse after pulse of sperm in time with the contracting and releasing of Deb's asshole. My head was spinning and I held my breath as my girlfriend's buttery bowels milked me through the intense clenching throes of her anal climax. All I could do was cum and bellow out my pleasure as I ejaculated deep inside that amazing ass, filling Deb's squeezing rectum with semen.
When I stopped shooting my huge load and her asshole finally relaxed, I collapsed on top of Deb. Rolling to my side and dragging her limp but still twitching frame with me, I lay down on the couch, spooning with my babe. I wrapped my arms around her and held Deb's soft curvy body to me, nuzzling her neck. We spooned tightly through the afterglow, breathless and sated. Since Deb didn't ask me to pull out, I left my thoroughly milked cock buried in her cozy warmth of her cum-filled ass. Though I was satisfied and deflating, my brain was so overcharged with arousal that I stayed sort of plump. The fact that I could feel my gooey cum sloshing all around my snugly sheathed cock only made me hornier.
Grabbing her pillowy tits as I held her to me, I looked at Deb's pretty face. She was breathtaking, glowingly blissful. Her ponytail was messy and sex-tousled, her whole body was shiny with perspiration. Her eyes were closed and her luscious lips were parted as she breathed slowly in and out. I started kissing my sweet Debs, peppering her silky cheeks and her thin neck and her smooth shoulders with soft smooches, telling her how beautiful she was and how much I loved her.
After a while, my fond attentions seemed to call her back from her ecstatic absence. Sounding adorably sleepy, she murmured: "Mmmh... Love you too, baby. Mmmh, Jeff, you fucked my ass so good... I've never had an orgasm so intense, ever! I came so much, for so long. At some point I felt like I was passing out!"
"Happy to make you happy, babe," I said, stirring my semi-hard cock in her creamy rectum, making us both groan. "I can pull out if you're sore. I guess I got a bit carried away at the end... I didn't hurt you, did I?"
"No baby, I liked it. It wasn't painful, just unusual... I felt so bloated, completely stuffed and stretched. But I liked it, Jeff. Don't pull out yet, stay in me. I like having you in my ass, feeling so full of you. It's weird and hot but also... Kind of intimate in a way, you know? Special, somehow," she said, turning her head to kiss me. She tittered and pressed her plump ass back against me, adding: "Plus, all the cum you pumped in me is pretty soothing... There's no risk I'll feel sore with that huge load squishing inside me!"
I smiled and hugged her tight, massaging her huge boobs, making her purr. "I love you so much Debs, you're the best girl in the world. I mean it. So sweet and beautiful and sexy. And you even like it in the ass!"
She blushed adorably at that, as always when I paid her a heartfelt compliment. And to think that mere minutes before she was in full tigress mode, yelling for me to pound her ass harder and fill her with cum. What an amazing girl she is, I thought, and what a lucky bastard I am.
"Like it?" she chuckled, "are you kidding me? I love it! Seriously, Jeff, it was amazing. I never thought much about anal, but now... It was incredible, baby, you licked my butthole so good and I was so ready for you, so relaxed. I knew I could trust you and you wouldn't hurt me. And when you stuffed your hard cock in my ass, oh my god!... I was cumming all the time, I had no idea. "But the best part was when I felt you cumming so deep inside me... That was so fucking hot, baby!" Then, as an afterthought, she added: "I guess I shouldn't be mad at Dana any more now. After all, if it wasn't for her..." she trailed off, a weird glint in her eyes.
"Hey, come on," I quipped, mock-offended. "It was me who got the idea of stealing the 'first anal' to begin with, and still me who fucked your ass!"
I couldn't help but laugh at my own words. Deb laughed too, shaking her head and then biting my nose. "Just shut up and kiss me," she said, offering me her soft luscious lips.
I tightened my embrace around her and did as my babe said, kissing her deeply. Debs reached her arm behind my head, running her fingers through my hair, pulling me in as she thrust her tongue into my mouth. We just lay together and made out for long languid minutes, spooning cozily, our bodies still connected by my cock lodged in her snug asshole. Kneading her buxom tits with reverence, I teased her puffy areolas and pinched her thick sensitive nipples between my fingertips from time to time, making her moan into my mouth as we kept lazily sucking face.
PUBLIC BETA
Note: You can change font size, font face, and turn on dark mode by clicking the "A" icon tab in the Story Info Box.
You can temporarily switch back to a Classic Literotica experience during our ongoing public Beta testing. Please consider leaving feedback on issues you experience or suggest improvements.
I was surprised when Deb pulled back. I could have kissed my girlfriend's hot tender lips for hours, but she had other ideas. Groaning in disappointment, I opened my eyes to see an impish grin on her face. Before I could collect myself, Deb arched an eyebrow and wiggled her cock-stuffed rump against my hips. "Baby," she purred, "I want more."
My semi-hard dick stirred inside her warm rectum at those words. "Really, Debs?" I asked, unable to contain a goofy grin. Deb nodded, grinding her butt into me. "I want you to fuck my ass again, but there's something I want to try first," she murmured sexily. "I want to suck you, baby."
Another jolt of life rushed to my groin. "Whoa! Ass to mouth!? Oh my god, Debs! Sure!" I said, already sliding out of her ass. Deb chuckled and slapped my arm playfully, swiftly pushing her bubble-butt back to clap against my hips, gobbling my shaft inside her hungry asshole again.
"Eewww, Jeff! I just gave you my anal virginity! A girl needs time to adjust to the idea of being a buttslut, you know," she chuckled, rolling her eyes. Grinning mischievously and biting her lips, she added: "Maybe some other time, though. But for now, what I meant was something like this..."
A warm, slippery pressure surrounded my semi-hard cock as Deb tightened her creamy rectum in a squeezing grip around me. My mouth went slack and I moaned uncontrollably as my amazing girlfriend held my shaft snugly trapped in the tugging caress of her bowels for a few second. I breathed again only when she released me for a moment, then I was grunting even more as she did it again, slowly clenching her anal muscles along my deeply buried length, enveloping me in the suctioning grip of her forbidden hole.
"How is it baby?" Deb cooed, grinding her rump into me and kissing my awestruck face, smirking, squeezing me gently inside her slick butthole. "Am I sucking you good with my ass?"
"Aaah, yeaah! Holy shit, babe! You're so good at this! You're a natural anal queen, Debs! Aaah..."
Deb giggled and released her grip. "I wasn't sure about it, but it seems you're liking it. Right, baby?"
I could only moan in response as Deb resumed her contracting/relaxing anal routine. My dick pulsed in pleasure with every milking squeeze of those sperm-coated depths, getting harder by the second. Unlike the powerful spasms that had drained me dry as her rectum cramped in orgasm earlier, this deliciously lewd anal suctions were a vacuuming caress that hugged me gently from tip to root. It felt surprisingly similar to one of Deb's sloppy, deep-throating blowjobs. Closing my eyes, I had no difficulty imagining that the warm squishy grip massaging my cock was that of Deb's welcoming gullet.
Those slow, buttery anal massages were so agonizingly good that I was soon rock-hard again. Feeling my stiff shaft twitch inside her cozy asshole, fully revitalized by her milking squeezes, Deb murmured: "Fuck me now, baby. Fuck my ass again."
I stirred my boner inside her cum-sloppy bowels as I spooned closer to her curvy body. Letting go of a huge tit, I reached my hand down to her dripping pussy, saying: "Did I mention that I love you like crazy, Debs?"
"Yeah, I seem to recall you sayin-aaaahh!... Aawwhh!" Deb's words faded in a long moaning gasp when I began circling my fingertips on her engorged clit as I sawed my hardness in and out of her gooey rectum with slow, deliberate strokes. "Yeees, baby, like that! Uuuuhh... Long and deep, yeaaah! Ooooh so good! Uuuuhhh, yes, fuck my ass... Rub my clit... Fuck yeeeees!"
Taking it easy, free of the mind-addling anal frenzy of our first assfuck, I drove my cock in and out of my girlfriend's insatiable asshole with a fluid, mild tempo. Mewling in constant delight, Deb drew her legs up to her chest to give me better access to her wanton anus and laid a tiny hand on her sumptuous rump, spreading her buttocks for me.
We soon got into delicious rhythm that got us both groaning and panting in anal ecstasy. On the in-strokes, Deb relaxed completely as I plowed into her ass, immersing my cock in the snug heat of her semen-plastered bowels. On the out-strokes, she tightened her anal walls around me, milking my meat as I slowly glided out until only my glans was enveloped in the hugging grip of her sphincter.
I made love to my babe's ass like this for quite some time, enjoying the unusual yet deep intimacy of our anal coupling. Grunting with pleasure and nibbling her neck as I gently stuffed her rectum, I diddled Deb's clit with my thumb while I fingered her needy pussy with two nectar-glossy digits. Twirling my fingers around her sopping folds and pressing against her inner vaginal wall, I could feel my own pistoning cock sliding into her anal tunnel, right past the thin membrane separating her tight holes. All through our lazy spooning buttfuck, Deb was whimpering and quivering, her moans spiking up and her rectum clenching and squeezing me deliciously when she had a quick climax.
Despite our moderate pace, I eventually couldn't take it anymore. Deb's ass was just too good, so slippery and warm and tight, and her milking suctions were simply heavenly. I felt my balls tingle at each clapping impact into Deb's drenched labia and I knew I wouldn't be able to delay my ejaculation much longer. Determined to cum with Deb again, I stopped pumping her slit and curled my fingers upward instead, rubbing the silky folds underneath her clit, searching for her g-spot.
I was throbbing with impending release when Deb's breath caught in her throat. My probing fingertips were hitting the right spot apparently, because she went rigid and started yelping. "Oooh god! Ooooh my god yeeees! Right there baby... That's it... Rub me, touch meeee... Ooooh shit fuck shit fuck fuck fuuuuuck!"
Unable to focus on her milking massages as a big orgasmic wave rushed at her, Deb relaxed her rectum completely. I immediately picked up my pace, riding her rump harder with my last thrusts before I shot my load. Feeling my balls draw up, rubbing her clit harder with my thumb and twirling my fingers on her g-spot faster, I pressed my face against Deb's cheek. Her hot breath was getting raspier by the second. Slamming my dick urgently into her hot ass, I grunted into her face: "I'm close, babe, this ass... Your beautiful ass... It's gonna make me cum so hard, Debs. I'm gonna fill your tight little asshole again. Ready for another big load up your ass, babe?"
"Yesss! YEAAAH! Ooohh fuck, baby... Keep doing it! Right... There... Uuhhh! Your fingers... Your cock... UUUHH! Cum deep in me... OOOHH! Cum with me, baby... Fuck me harder! AAHHH! Cuu-uuuh-uumh!... AAAHHH! Cum in... My... UUUUHHH!... AAAASSmmphf!..."
I smashed my lips into Deb's luscious mouth, kissing her wildly. I felt my sperm surge up my raging boner as her whole frame twitched in my arms in a full body spasm. The next thing I knew, her buttery rectum was clamping around my deeply buried cock with savage intensity and I was spewing thick ropes of spunk into her already cum-sloppy bowels.
Our animalistic groans of release were muffled by our devouring kiss as we rode out our massive orgasms. My shaft pulsed in mind-numbing pleasure as I unloaded spurt upon spurt of cum into those warm anal depths. All the while, as I flooded Deb's tightening bowels with my seed, her squeezing asshole milked me relentlessly, draining my balls of every last dribble of sperm until I had emptied myself completely into her insatiable ass.
As our climaxes burned out, me and Deb broke our ferocious lip lock. Utterly satisfied, wiped out and breathless, we just lay there on the couch for a long while, spooning tightly and gulping down big lungfuls of air as we basked in the afterglow. Unable to do anything else, still buried in her rectum, I just wrapped one arm around her buxom breasts to keep her close to me. With my other hand I paid silent homage to her beautiful plump ass, delicately fondling and caressing her round buttcheeks, treating that sumptuous rump like the invaluable masterpiece that it was.
Deb's head rested in the hollow of my shoulder while I nuzzled her neck, inhaling her unique scent, my nose immersed in the locks of her messy ponytail. With her eyes closed and her puffy lips slightly parted, she looked like she was sleeping. So calm and blissful, she radiated a sense of fulfillment that enhanced her simple, natural beauty. I groggily murmured sweet nothings into her ear. She just cooed and purred in response, the ghost of a smile playing on her face.
Deb finally seemed to stir only when my softening cock started slipping out of her squishy anal tunnel. Opening her eyes, an edge of panic in her voice, she yelped: "Wait, Jeff! Wait, wait, wait! Don't pull out yet!"
Reaching out her arm toward the coffee table, she grabbed her phone and handed it to me, saying: "Here, baby. Make sure they're nasty."
I grinned and shook my head in wonder as I realized what Deb had in mind. Unperturbed, she just rolled on her tummy and spread her asscheeks apart with her hands while I slid out of her ass, taking the first picture.
The moment my cockhead plopped out of her well-fucked asshole, unplugging her bowels, a flood of frothy cum started leaking out of her rectum. My eyes widened in lascivious awe as I snapped pic after pic of the deluge of gooey sperm bubbling out of my babe's stretched open sphincter and trickling down her slick buttcrack. Drunk on the obscene sight before me, I even brushed my shrinking dick through the milky globs of cum plastered along those meaty asscheeks, pushing my seed into Deb's gaping anus all over again, forcing some spunk back inside her bowels. Deb squealed and giggled all the while, dutifully keeping her fleshy globes parted with her tiny hands, encouraging me to take more pictures, the filthier the better.
I handed her back her phone only when her tender anus had shrunk back to his usual size, regaining its crinkled appearance. It was glossy with cum and a bit reddened from the reiterated sodomy it had endured, a thin dribble of semen still leaking from it. Still, I marveled at the elasticity of that once again tiny butt-ring that I had just thoroughly reamed, twice.
"So," I said while Deb scrolled through the pics and commented on which ones to choose, "What's the caption gonna be then, 'Thank you for the idea, sis' I guess?"
Deb laughed. "Not bad, baby, but I was thinking more like 'Beat you to it, bitch!' or something"
"Sounds good, Debs," I chuckled. "Dana is gonna freak out so bad..."
"Yup, that's the idea!" she giggled, sending the pics of her freshly deflowered, cum-dripping asshole to her twin.
We cuddled on the couch a bit more, then we went to take a much needed shower. We carefully soaped and scrubbed and rinsed one another, enjoying the feel of the other's slick body. We took our time under the rejuvenating spray of the shower-head, kissing and caressing in perfect relaxation. As I ran my hands all over Deb's soft curves, luxuriating in the sight of the droplets of water shining on her splendid tits and running down her plump ass, I couldn't stop telling her how gorgeous she looked, how awesome she was in every possible way and how crazy about her I was.
She shrugged and made fun of my sappy adoration, turning her head down and tittering. Her cheeks were flushed as she tried to play down my compliments, as usual. Of course that only egged me on. At times like this I could clearly see the shy, chubby teenager she had been in high school, that smart yet withdrawn girl I had heard about in her memories of a time when she had lived in the shadow of her cheerleader twin, feeling fat and ugly and uncomfortable about her body. It made my heart ache to know that my sweet Deb had felt like that when she was younger. Ever since she had mentioned her past insecurities to me, I had made it my mission to do whatever I could to let my amazing girlfriend know how beautiful she was, in case she should forget.
As I kissed her and held her and murmured into her soft mouth, I reached my hands to her pussy and ass. Gently, ever so slowly, I slid a soapy digit inside her tender anus while I eased two fingers into her wet vaginal folds, pressing my thumb to her clit. Deb leaned into my body, squashing her heavy boobs against my chest, offering her luscious lips for me to kiss, moaning softly. I lazily circled her engorged clit and masturbated her holes for a long time, until she shivered in orgasm, moaning, pressing herself tighter against me as she whimpered: "Mmmh, baby... I love you so much. Mmhh... You make me feel so good."
I wasn't really surprised when, minutes later, as we toweled off, Deb smiled and fell to her knees, taking me in her mouth. Not a day passed without her blowing me and swallowing down a big load of my cum. Clearly, she had no intention of letting her ass be the only receptacle of my seed tonight either. Looking up at me as she sucked me lovingly, she worked her cocksucking magic on my dick, using her soft expert lips and her deep-throating gullet at the best of her ability, until I was once again hard and throbbing in her slurping mouth.
I was surprised when, instead of sucking me off to completion, she slid her lips off my aching boner and sat up on the cabinet by the sink. Spreading her legs apart and pulling her pussy lips open with her fingertips, Deb looked at me and pouted. In a sultry voice, she said: "Don't you want some of this too, baby? My pussy is feeling neglected tonight. And seeing how much you liked my ass, she's afraid you may have found a new favorite hole to stick your cock in..."
As I wedged my spongy glans between her moist pussy lips, Deb wrapped her legs around my back and her arms around my neck, pulling me closer.
"We can't have that, I guess," I chuckled, lingering at the entrance of her soaked, needy cunt. "But honestly Debs, I'm not sure what my favorite hole was, or is, for that matter. Your tiny little asshole is just amazing, so tight and warm. And I've always been a big fan of that talented mouth of yours, as you well know. Still, this sweet wet pussy..."
Her giggles faded into a throaty moan as I finally pushed forward, sinking my whole length into her snug silky tunnel. I fucked her with long deep strokes, enjoying the softness of her vaginal walls caressing my cock, grinding firmly into her thick clit when I buried myself balls-deep into her. At Deb's urgent request, I picked up my pace until I was pounding her savagely, my slamming thrusts punctuated by her groans of incoming release. I was ready to blow when Deb's soaked pussy started contracting and she shrieked out in climax. I held back, knowing where she wanted me to shoot.
As soon as her orgasm started abating, Deb fell once again on her knees in front of me and blurted out: "Fuck my face now, baby. Use my mouth to get off and give me all your cum! I need to taste you, I need to drink you!"
Always amazed by her fellating expertise, I moaned deeply as I watched my boner, oozing pre-cum and glossy with her sweet pussy juices, disappear between Deb's soft lips. She gobbled my pulsing cock to the root effortlessly, inhaling my whole length in one swift, well-practiced deep-throating motion. Sealing her incredible cocksucking lips at the base of my pole, she reached her hands around me and sank her fingers into my buttcheeks. She grabbed hard, pulling me to her, forcing my cock as deep into her throat as it could go, silently reaffirming what she had just said. Grinning at her, I mouthed 'Love you babe' as she looked up at me. A spark of unbridled lust was glinting in Deb's eyes as I grabbed the back of her head in both hands and started slamming my shaft into her surrendered mouth.
I fucked her face like it was her pussy, fast and hard and deep, sliding easily down her saliva-drenched oral cavity and burying myself in her constricting gullet at every brutal throat-fucking thrust. My legs were shaking with impending climax as I held her head in my hands, more to steady myself than to force Deb to take my oral assault. She was totally willing, absolutely horny and as well-trained in the lewd art of face-fucking as the sluttiest of porn stars. Moaning through my grunts of pleasure and the chorus of sloppy, slobbering, choking sounds of our throat-fuck, my sweet babe held perfectly still, except for the rapid movements of her hand furiously frigging her clit.
It wasn't long before I felt my balls tingle. I gave Deb's mouth a final series of furious humping strokes, then I lodged my throbbing cock deep in her gullet and let go. As I unloaded my third batch of cum straight into her esophagus, Deb was purring and shivering, most likely cumming on her own fingers, most definitely making me cum harder thanks to the added stimulation of her humming oral cavity. As I fed her my seed, she made delicious swallowing motions, making her throat tighten even more around my ejaculating dick. She milked me like this while I pulsed inside her gullet, swirling her tongue on my sensitive underside and sucking hard with her mouth, submerging my cock in swirling wet spittle, making me spew more sperm into her stomach.
When I retreated from her throat, Deb held my spent dick in her mouth and devotedly cleaned off the foamy layer of juices coating me, gulping everything down hungrily without spilling a drop. By the time she finally let me plop out of her incredible mouth with a smack of her wet lips, I was weak in the knees.
I had to sit down on the edge of the tub while Deb giggled at my awestruck face. "Mmmh... Yummy as always, baby," she cooed, standing up. "It wasn't as big as usual, though. I'm still kinda hungry. You up for pizza?"
I could barely nod my head as I watched her walking out of the bathroom, her plump ass swaying, her big tits jiggling, her delicate fingers clearing her pretty face of the spittle dribbling down her chin and shining on her cheeks.
As expected, Deb had a bunch of texts from Dana waiting on her phone. She read through them with a satisfied smile on her face as we ate, smirking and looking very pleased with herself.
"She's totally losing her shit, isn't she?" I asked, knowing all about Dana's competitive streak.
"Oh yeah, big time," Deb chortled. "She is calling me all kind of nasty things. And of course NOW she mentions the pact, what a surprise. I'm not even gonna reply, she'll go even crazier!"
"Well," I said, raising my hand, "mission accomplished I guess." Deb gave me a high five and a big wet smooch on the lips. Then, offering a nice rendition of an evil mastermind's cackle, she set her phone down and returned to her slice of pizza. Looking at her, I couldn't help but grin as I replayed the events of the evening in my mind. Jeez, I thought, talk about weird sisters.
We spent the rest of the night cuddling in bed, watching TV until we were pretty much sleeping with our eyes just barely open. I was dozing off with Deb's head resting on my chest and my arms wrapped around her, when her phone started buzzing with a series of incoming texts. Looking at the hour, I assumed it was Dana telling Debs that she had evened the score, getting her own anal cherry popped and who knew what else. Maybe she also upped the ante by going ass to mouth on her boyfriend, I thought.
Apparently Deb wasn't asleep just yet because she reached for her phone and started reading through her twin's texts. I watched her reactions closely. She was grinning in triumph at first, then her eyes went wide in surprise, then she furrowed her brow in thought. Her final expression was an unusual mix of contented pride, intrigued curiosity and mindful concentration. After she finished tapping out her response to Dana, she turned her phone off and snuggled once again into my side, smirking.
I just couldn't resist. "So?" I asked, trying to hide my eagerness and failing.
PUBLIC BETA
Note: You can change font size, font face, and turn on dark mode by clicking the "A" icon tab in the Story Info Box.
You can temporarily switch back to a Classic Literotica experience during our ongoing public Beta testing. Please consider leaving feedback on issues you experience or suggest improvements.
Deb turned her face to look at me. "Well," she said with a smile, "I win. Dana is still an anal virgin."
That was unexpected. "Oh? Mad as she was, I thought she was gonna have Rodrigo fuck her ass the second he landed or something. Actually I imagined she would go further, you know, to get another first on you in retaliation, like maybe..."
"Rodrigo didn't come," Deb interjected. "She went to the airport to pick him up and he wasn't even there, so she called him and he said he'd decided he wasn't flying in tonight after all. Long story short, they had a huge fight and kinda broke up. So Dana didn't get her ass fucked in the end."
There was still more than a hint of gloating in Deb's voice, but I detected a note of concern for her sister too. After all, they weren't has hostile as they sometimes seemed to be, I knew them enough to know that. But there was more to it, I could almost see the wheels in Deb's head turning as she elaborated on something she wasn't saying.
"Well, there goes another one," I said, not really surprised about Dana breaking up with yet another guy. Still, I asked: "Is she okay?"
Deb shrugged as she hugged me tighter. "Yeah, I guess. She was still freaking out, but not about Rodrigo. She never loved him or anything. You know how she is, she just wants to look awesome beside a supposedly cool guy. But she's still super upset about the 'first anal' thing."
"I bet she is," I said, feeling Deb's shapely thigh straddling mine, brushing softly along my leg.
"She said she's been watching our pics all evening. She liked them a lot, apparently" Deb said, nuzzling my cheek. There was a strange edge to her tone as she pressed her body against mine, murmuring into my mouth. "She said she's jealous, you know. Very jealous, actually."
"Uh-hu..." I mumbled, feeling suddenly alert. Deb's mood had definitely shifted toward a sort of sexy vibe, but not one of her usual sexy vibes. This was subtler, new. As she rubbed her warm, curvy body against mine, I could feel her erect nipples poking into my chest through the thin cotton of an old Sublime T-shirt of mine that she wore to bed.
Her voice was tinged with mischief as she giggled: "Dana said she did nothing but play with the buttplug and finger her pussy since she got back from the airport. Looking at our pictures all the while, of course..."
"Of course," I croaked, imaging my girlfriend's twin masturbating both her holes to the lewd pics of Deb's gaping anus oozing my cum, not to mention the close-ups of my dick pushing gobs of gooey sperm back into Deb's ravaged asshole. I felt my pulse quicken and my cock stir as Deb's tiny hand caressed my chest in slow circles, patiently moving lower toward my abdomen.
She brushed her mouth against the corner of mine as I lay there, motionless. She was biting her lips as she said: "In her last text she also asked me something, baby. Something kinda weird..."
I had to swallow the lump in my throat before asking: "Yeah? What is it?"
"She asked me if she could borrow you to pop her anal cherry."
"What!?"
Deb just looked at me as she snaked her hand into my boxers, her lips upturned in a thin, unreadable smile.
Weird Sisters Ch. 02 - Incest/Taboo
His girlfriend's twin sister has a weird request.
12.3k words
4.76
232.1k
341
17
PUBLIC BETA
Note: You can change font size, font face, and turn on dark mode by clicking the "A" icon tab in the Story Info Box.
You can temporarily switch back to a Classic Literotica experience during our ongoing public Beta testing. Please consider leaving feedback on issues you experience or suggest improvements.
Author's note: This is a work of fiction. All characters involved in sexual activities are eighteen years or older. This story contains sister/sister action, but the main theme is anal. If that's not your cup of tea, don't waste your time here. This is a direct sequel to chapter one, so reading that first is recommend. Don't expect realism, and you won't be disappointed when you don't find it! Enjoy!
Sex with Deb had always been awesome. After our first assfuck, it got even better. A week had passed since I took my girlfriend's anal virginity, and not one day went by without me fucking her beautiful plump ass and pumping it full of cum.
For reasons beyond my understanding, Deb's initiation to anal sex had sent her libido into overdrive. Deb always had a major oral fixation, much to my enjoyment. It was a sort of daily ritual for her to give me one of her incredible blowjobs, slurping and sucking and deep-throating me until I shot a big load down her well-trained gullet. Now, beside that, she added her newfound passion for anal to our nightly menu of carnal delights, demanding that I fuck her ass and cum deep inside her, flooding her bowels with semen.
I was very happy to comply. It wasn't unusual for my sweet Deb to unleash her inner tigress in the bedroom, but her recent libidinous spree was unprecedented. Needless to say, I matched her enthusiasm with my own. Ever since I had first entered the tight confines of her rectum, all I wanted to do was bury my cock inside those warm depths again and again and again. And, lucky bastard that I am, I got to do exactly that, at my girlfriend's persistent request no less.
Lost in a week-long buttfucking haze, I was caught by surprise when Deb brought up something that I hadn't thought about since the night we first tried anal.
I had just ejaculated deep inside her insatiable asshole after my babe had ridden me cowgirl style for long amazing minutes, bouncing her jiggly ass relentlessly on my cock and sliding her clinging butt-ring up and down my pole until I sprayed her insides with cum. Finally sated, she was now lying on top of me, cooing, contentedly tired. Her head rested in the hollow of my shoulder and I had my nose sunk in her sex-tousled hair, inhaling her signature scent, as we both caught our breath. My deflating cock was still embedded in her hot cum-sloppy rectum while I held her curvaceous frame tightly in my arms, reaching my hands to caress and massage her fabulous ass. I loved the feel of her big pillowy tits squashed against my chest and bulging out from the sides beneath her gorgeous body, not to mention the slippery hugging grip of her asshole wrapped around my dick.
We had been snuggling in silence for a while, luxuriating in the afterglow and recuperating, when Deb turned her pretty face to look at me. After giving me a long wet smooch on the lips, she said: "So, baby, have you decided yet?"
"Decided?" I said, taken aback. "About what?"
"About Dana, silly," Deb chuckled, rolling her eyes. "Are you going to let me lend you to her so you can fuck her ass, or not?"
My eyes popped open as I recalled the text message that Deb had got from her twin the night of our first assfuck. High on sibling rivalry, drunk on a sense of superiority over her flirty sister, Deb had sent Dana some pics of her gaping, cum-leaking, freshly deflowered asshole as proof that she had tried anal before Dana, getting a major sexual 'first' over her twin. Much to my surprise, Dana's reaction was to request that I pop her anal cherry too, like I did for my babe.
I thought that she was kidding, that they both were. Clearly I was wrong. The calm, questioning look in Deb's eyes told me as much. "Debs, seriously? I mean... Wasn't that just some kind of inside joke between the two of you?"
She shook her head no, adding: "Dana and I talked about it. She's very serious, Jeff. She wants to catch up with me, sort of, since I got first anal on her."
I couldn't believe it. Deb and Dana always had a lot of strange sisterly quirks going on between them, and I was pretty much used to it. But this? This was way beyond weird, even for the two of them. "Debs," I said, as serious as anyone can be with his cock up his girlfriend's ass while discussing buttfucking the aforementioned girlfriend's twin. "You really want me to have anal sex with your sister?"
Deb looked at me intensely, somehow sympathetically, as if she could finally see this whole thing from my perspective. Biting her puffy lower lip and furrowing her brow, she murmured: "Well, baby... It's not like I want you to, not exactly. It's just that... See, I sort of owe her..."
Looking into my stupefied eyes, Deb told me about her first time. Specifically, she revealed that it was Dana's boyfriend who took her virginity. It was back in high school, when Deb was a nerdy chubby loner and her twin was a super popular cheerleader. After they both decided that they wanted to have sex, Dana had no problem getting her jock boyfriend to pop her cherry. Insecure and awfully uncomfortable with her body, plagued by the feeling of being sexually inferior to her bubbly twin, seeing her virginity as a sort of burden to be rid of, Deb eventually asked Dana to help her out. Dana agreed.
One night, after giving him a handjob to get him hard, Dana blindfolded her boyfriend and tied him to her bed with the pretense of kinking things up a bit. Then, unbeknownst to him, she let Deb into the room. With Dana guiding her boyfriend's stiff dick into her sister's virginal vagina, Deb straddled the guy and slowly took her first cock inside her. Since Deb's hymen was already broken and Dana's boyfriend was quite high to begin with, he never knew what really happened that night. Deb fucked him in silence for a while, until Dana motioned for her to get off him so she could have her own fun. Deb left the room, no longer a virgin thanks to her twin sister.
"Holy shit, babe!" I croaked, my semi-hard cock stirring inside Deb's snug asshole as her story sank in. Sharing a guy back in high school, I thought, that's hot."Why didn't you ever tell me that!?"
"Because it's embarrassing, Jeff. I was such a loser back then," she said, clearly uncomfortable as she remembered her far from happy high school years. "I even had to ask my sister's help to lose my virginity, it's not exactly something I'm proud of... But," she added, "Dana did help me after all, and that meant a lot to me. I know that she comes off as a ditzy plastic doll most of the time, but she's really not that bad. And sure, we fight a lot, but we do love each other, you know. We really do."
I nodded, knowing that, despite their frequent bickering, Deb and Dana were very close, surely closer than my siblings and I. "So," I said, hesitantly "I guess she told you that now it's time to return the favor, lend her your boyfriend like she lent you hers back then?"
Deb shrugged, tilting her head. "Yeah, pretty much. Will you do it?"
Her eyes were piercing into mine. Those beautiful, soulful hazel eyes that I never tired to look into. I was so enveloped in Deb's warmth and her scent and our closeness, not to mention my cock still buried in her ass, that I didn't even need to think about my answer. The words flowed freely as I held my babe closer.
"No," I said, "I don't want to, Debs. I don't want anyone else. And yes, I realize it's okay with you and all, but I can't cheat on you, babe. Not even if you're asking me to. I love you, Debs. I won't do anything that could ruin things between us. Plus, why would I ever want to fuck another ass? You have the ultimate bubble-butt, babe, and you let me, no, you make me fuck it all the time!"
Deb just looked at me for a second, her lips quivering and her eyes shining. She made a little laughing sound, then she smashed her soft mouth into mine and kissed me furiously, pressing her body against mine and tightening her anal muscles around my length. I groaned as Deb devoured my lips, holding my face between her tiny hands.
I know what you're thinking. I'm an idiot, right? That's what most of my buddies would have thought of me if they had known that I had turned down the offer to fuck my girlfriend's sister in the ass. In fact, they already told me I was an idiot on a regular basis, insisting that I had picked the wrong twin because sure, Deb was okay, but Dana, oh boy, Dana was such a smoking hot chick with that super model figure of hers and blah blah blah. I just shook my head and laughed whenever I heard that kind of nonsense. They could keep flirty, fit, forever-on-a-diet Dana, the poor fools. She couldn't hold a candle to my sweet Debs. My smart, curvy, loving Debs that was currently trying to suffocate me with kisses while she milked my cock with her sperm-coated bowels.
When she finally came up for air, Deb had a beaming smile on her lips. "Oh Jeff! I love you so much, baby! I knew you were the real deal! Any guy I ever dated would have jumped at the chance to fuck Dana, they always looked at her, the jerks! But you... Oh, baby!"
She went on kissing me and squeezing my cock inside her rectum for a while, and I just let her. What do you know, apparently I had just passed some sort of test! As we made out, I massaged and grabbed and kneaded Deb's juicy rump. All the while, she slowly sucked me hard again with her slippery asshole, whimpering in my mouth as she teased the both of us into another assfuck.
I was ready for round two when Deb broke our lip-lock. She sat up straight, her hands on my chest, her back arched, her hips rocking as she began grinding her round meaty ass on my recuperated pole. She surprised me when she said between squeals of pleasure: "Mmh... Your cock feels so good in my ass, baby... Mmmh... I'm so glad you said no, Jeff... Oooh yeah, touch my big titties while I ride your cock with my ass... Aaaahhh yeah, like that!... Mmh... Now I know for sure I'll have nothing to fear when we fuck Dana together."
"What!? What do you mean 'we' fuck her? Plus, I just told you I don't..."
Deb laughed and leaned down to give me a swift kiss before returning to stirring her bowels with my hard shaft. "Yes, I know what you said, baby. But don't you see? That's exactly why I can agree to Dana's request. Now I know for sure. I can let you do it BECAUSE you don't want to. Get it?"
I nodded my head, puzzled, focusing on my cock up her ass and my hands on her buxom tits, the only things that still seemed to make some sense. "Sure," I mumbled, "there's some twisted logic to it. But babe, I was serious. I don't want to cheat on you!"
It felt somehow absurd to have to say something like that to my girlfriend, but then I should have known better than to try and reason out anything at all that involved her relationship with Dana. As expected, Deb was unperturbed by my renewed profession of fidelity.
"Aww Jeff, I know. And believe me, I love you for it," she said, sitting still on my dick, resuming her cock-milking routine as she spoke. "But I never meant to let her have you all to herself. My only condition to lend you to her was that I'd be involved too. And of course Dana agreed, little lesbo slut that she is!" Deb smirked at that, then she calmly concluded: "You don't have to worry, baby, it's okay. I'll fuck her too. It's not cheating if it's a threesome, right?"
Deb was smiling. Me, I was panting. And not just from the amazing anal suction she was treating me to. "Whaaa?! You mean... You and Dana!?"
Deb just gave me a thin smile and cocked an eyebrow. She raised her hips up, sliding her asshole all the way along my pole until only my mushroom head was still snugly gripped within her anus, then she slid down, moaning, cramming my boner balls-deep inside the buttery tightness of her ass. As she impaled herself on me in a slow tempo, she began speaking in a mewling, pleasure-thick voice.
Apparently, Deb and Dana had experimented a bit when they were younger. They had never had issues being naked around each other or touching one another's body. Dana in particular was quite taken with Deb's tits, which blossomed earlier than hers and were always way bigger. They had practiced kissing with each other way before either of them ever kissed a boy. They had often masturbated together, mostly just watching each other. Sometimes though, they fingered the other's pussy to climax. It didn't happen all the time, but it did happen.
Deb related all this as we fucked. I listened in a daze. Her voice was broken by throaty moans as she persistently stuffed her ass with my hard-on, but her manner remained very nonchalant, as if she didn't really think much of her incestuous encounters with her twin.
My cock twitched inside Deb's slippery rectum when she told me about their first year of college, when their lesbian activities reached their peak. Dana had always been interested in having sex with a girl, and she did it repeatedly during their freshman year. Deb wasn't as drawn to lesbian sex as her sister seemed to be, but she was curious and she didn't want Dana to be more sexually experienced than she was.
Once again, Deb requested Dana's help. Deb's idea was that Dana might hook her up with one of her new girlfriends, someone suited for her, gentle and discreet. Dana wouldn't have any of that. Since Deb wasn't really into girls and she didn't want people to know about her experimentation, Dana convinced her that the best course of action would be for the two of them to have sex. After all, they had done stuff before. Knowing she could trust her twin, Deb accepted.
My head was spinning as my babe told me about licking her sister, getting her pussy thoroughly and voraciously eaten out by Dana and getting each other off while locked in a sixty-nine. She chuckled as she said that Dana really got off on licking pussy, just like Deb herself did on giving blowjobs.
"So... Aaaah fuck! So how was it, babe?" I asked, throbbing hard and gasping with arousal.
Deb shrugged, making her heavy tits jiggle as she bounced her ass on my cock. "It was okay I guess... Oooohhh! Dana was really into it, way more than me... Uuuhhh fuck! We did it a few times, and that was good enough for me, but... Ooooh yeah, baby, push your cock up my ass aaaahhh! But she kept offering to lick my pussy if I wanted, until I started dating... Uuuhh!... She seemed upset whenever I brought home some guy... Aaahhh fuck yeaaahh, you're so deep in my ass! But by our second year she was back to boys too, so... Uuuuhhh yeah, harder, fuck my ass hard, baby!"
Now, I like to fantasize about two girls going at it as much as the next guy, and I've read my fair share of incest stories too. Still, I never thought I'd actually get so close to the real thing. I wasn't lying to Debs when I told her that I didn't have any interest in fucking her sister. But this was quite different. My girlfriend and her twin dyking out? It was hot. Incredibly hot. My pulsing dick testified to my increasing arousal.
Deb obviously felt that her tales of sisterly incest were turning me on. As she kept sliding her asshole up and down my hard meat, she smiled sultrily and said: "Mmmh, it seems like you're enjoying my stories, baby... Would you like to see us eat each other out, right here, in front of you?Uuuhhh yes, keep fucking my ass!... Would you like to see my sister licking my pussy, baby? I know she'd love to. I bet she wants to eat my pussy just as much as she wants your cock in her ass, even more maybe. Aaaahhh fuck yes, faster, like that, long and deep!... Wouldn't you like to stick your big fat cock up Dana's tight virgin asshole after I licked it and made it all wet and ready for you, baby? Mmmh... I'd love to have her eat my pussy out while you fuck me in the ass... That would be so ooooooh fuuuck!... Sooooo hot! UUUUHHH!"
That was just too much. I bucked my hips up into Deb's pliant anus as hard and fast as possible while she frantically tortured her clit with her fingers, whimpering and pumping her hips to meet my thrust. I pistoned full force into her rectum, sinking my hands into her juicy buttcheeks, until I felt my balls draw up and I started spurting jet after jet of cum deep in her ass. The feel of my cock swelling up and sending ropes of cum splashing against her anal walls pushed Deb over the edge. With a choked squeal she impaled her asshole one last time on my ejaculating shaft, shivering all over, gasping and crying out in orgasm while her rectum pulsated and contracted around me, milking me until I was drained of every last dribble of seed.
In the following days, Deb never lost a chance to conjure up naughty lesbian scenarios for me. She was obviously getting a kick out of the idea of us having a threesome with her sister. And now she knew that, despite not being interested in Dana herself, I had a weakness for the idea of the two of them dyking out.
Either when we were having sex or to tease me into having sex, my babe described all sorts of lesbian acts involving herself and her sister. I wasn't sure if what she told me was a recollection of past events between them or just some hot incestuous fantasy she concocted at the moment, but I didn't care. My reactions to Deb's tales were always very enthusiastic. It was insanely hot to pound my girlfriend's pussy or ass while listening to her murmur about the two of us fucking her twin sister and making her service us like a good bisexual slut. That was hands down my favorite fantasy involving Dana and I came like a geyser whenever Debs evoked it.
When I finally asked Deb if she was kidding about Dana having a submissive streak, she just shrugged and said: "I think so. She's sort of into pain, I can tell you that. She likes to be spanked, hard. And when I played with her tits, she didn't just want me to tweak her nipples. She asked me to really pinch them and twist them, pulling on them until it hurt. It was a bit weird, but she always went crazy when I did that. So yeah," she concluded with an impish grin, "my guess is that we could easily make her into our little fuck-toy. Just say the word, baby..."
And of course I did. After three days of animalistic fucking fueled by fantasies of sisterly incest and whatnot, I caved. I agreed to have a threesome with my girlfriend and her twin so that I could pop Dana's anal cherry without technically cheating on my babe. Funny thing is, at that point I didn't even found it too strange anymore. Just a bit.
The night after I accepted to go through with it, I met the girls at their family's art gallery after work. Deb was wearing a dark pencil skirt that hugged her magnificent ass amazingly and an elegant white blouse that strained to contain her bodacious boobs. Dana had opted for a stylish crop top and a pair of tight fitting jeans that showcased her long toned legs and taut butt. She had dyed her shoulder-length hair ash blonde since the last time I saw her the previous week, while Debs had her own long light brown locks tied in a ponytail. They were both wearing heels.
The plan was to go get dinner together at an Italian place the girls liked, as we usually did at least every over week, and then return to our place for 'dessert'. That part was definitely new and more hazy as to the details. Deb had made it sound very easy when we had picked the night and I asked her how exactly this was going to work. She had just laughed and said that I shouldn't worry about anything, she'd handle Dana and all I had to do was follow her lead.
All through dinner we chatted and traded morsels of our orders as usual, commenting on the food and talking about friends and work. As always, Dana was the center of the conversation, with Deb and me remarking here and there. That night though, Dana's frequent laughs sounded a bit strained, her typical bubbly enthusiasm appearing forced and somehow fake. I noticed her stealing glances at me more than once when she though I wasn't looking. She also seemed to be touching Deb way more often than she usually did, lingering every time their bodies brushed together accidentally and resting her fingers on the back of Deb's hand for long seconds to attract her attention.
PUBLIC BETA
Note: You can change font size, font face, and turn on dark mode by clicking the "A" icon tab in the Story Info Box.
You can temporarily switch back to a Classic Literotica experience during our ongoing public Beta testing. Please consider leaving feedback on issues you experience or suggest improvements.
Deb seemed to accept this increase in affection from her sister without paying too much heed to it, but I knew better. If I had noticed these subtle changes in Dana's behavior, Deb most definitely saw them even more clearly. I found myself wondering what exactly had the twins been telling each other about this night. Where they going to wing it or had they already decided what to do with whom and how? Was Dana really nervous as she seemed to me or was I just projecting my own anxiety on her? Hard to tell. What I could say for sure was that Deb was in control.
Quiet and smiling, she ate her meal with gusto, interjecting here and there to steer the course of her twin's ramblings, leaning in to kiss me or laughing at my jokes, and, in general, being her usual relaxed and pleasant self. She wasn't completely immune to the undercurrent of sexual tension in the air, though. Whenever Dana was distracted using her phone, Deb would snake her hand under the table and massage my thigh, moving slowly to my crotch, winking at me or licking her lips suggestively as she nodded toward her sister. I don't exaggerate when I say that I spent the whole dinner with my cock never being less than semi-hard.
Once we finished eating and Dana's latest monologue was done, an awkward silence descended on our table. Finally, the three of us had to acknowledge the elephant in the room.
"Uhm," Dana mumbled nervously two seconds into the first lull in the conversation. "Can someone say something? Please... This is getting weird all of a sudden"
I couldn't help but laugh. "You mean, it wasn't weird up to now?"
Deb and Dana both joined in my laughter and the tension seemed to ease off a bit.
"Okay, then," Deb said, looking at me and her sister in turn, "we all know why we're here, beside Gino's legendary pasta al pesto, of course, and we all know what's going to happen next. I say let's do it. But if you guys have second thoughts, speak up now. So, sis? Jeff? Are you in for it or not?"
"Yep," Dana chuckled, perking up and reaching to take her sister's hand, "I'm totally in!" Dana seemed to be blushing as she looked at me, but then maybe she was just flushed from all the red wine she'd had.
Turning my way, raising and eyebrow as she gently stroked her sister's naked arm with her fingertips, Deb grinned seductively and asked: "What do you say, baby?"
I felt my cock twitch in my pants as Deb and Dana's twin hazel stares bore into me. I took a second to compose myself before answering, but I knew I wouldn't manage to wipe the goofy smile from my face no matter how long I tried. "I say let's jump into a cab and head home, ladies."
The ride back home was an agonizing mix of tense anticipation and throbbing excitement, specially because Deb and Dana did nothing but tease me. Strangely enough, they never looked more sisterly than they did then. They were like a couple of naughty schoolgirls, giggling and whispering while they eyed the one boy around, namely me, sharing tittering comments. Of course I had a fairly good idea of what they might be saying. My bulging erection was straining in my pants as I looked at my girlfriend and her twin sharing meaningful glances with each other before turning to me. And, all the while, they ran their hands along the other's thighs and arms, rubbing their bodies together and whispering into each other's mouths, their lips almost touching.
As soon as we stepped inside the apartment, Dana went to the bathroom, giggling. Deb lost no time. Throwing her arms around my neck and pressing her buxom chest into me, she started kissing me furiously. Moaning into my mouth as we made out, she lead me to the bedroom and pushed me back on the bed. "Take off your clothes, baby, we'll be right back," she said, grinning mischievously. Then she left and joined her sister in the bathroom.
I was naked in no time and sat back against the pillows, my aching boner pointing straight at the ceiling. Before I could wonder what the girls were doing, I heard the clicking of heels on the floor. And there they were, strutting through the room until they stood right in front of me at the foot of the bed, side by side, holding each other by the waist, their hips cocked and their lips upturned in identical devilish smiles. They were clad in matching lacy underwear, Deb's black and Dana's red. The fabric was so sheer that I could clearly see the puffy areolas and thick nipples capping Deb's heavy jugs and Dana's long, hard nipples topping her firm perky tits. It blew my mind to notice how similar their shaved pussies looked under their see-through thongs.
My cock throbbed as I watched my girlfriend and her twin run their hands all over each other's naked flesh, gently caressing their necks and arms and tummies, purring as they embraced closer, facing each other now, their fingers roaming all over their backs and butts and thighs. The contrast between Deb's voluptuous curvy figure and Dana's slim, trim and somehow girlish body was erotic beyond words. The fact that these two beauties were twin sisters made the whole scene even hotter. I watched with stupefied eyes while Dana took off Deb's black bra, letting her sister's huge boobs spill out into her hands. Deb did the same with Dana's red bra, moaning as Dana kneaded her big tits.
While she enjoyed the delicate touch of Dana's fingertips teasing her engorged nipples, Deb grabbed hard on her sister's pebble-hard nubs, pinching those long, pointy nipples and pulling firmly on them. Dana whimpered at this rough treatment, throwing her head back in a squeal of mixed pain and pleasure. When Deb leaned in to nibble on her ear, Dana shivered all over. It was like something inside her snapped at that moment. The next thing I knew, Dana had clamped her lips on her sister's mouth and was kissing Deb passionately. I saw my babe's eyes shot open in surprise as she felt her twin's tongue thrust into her mouth. When Dana's hand left Deb's big tits to snake down to her pussy, Deb moaned into her sister's mouth, returning Dana's lustful kiss.
My hand went to my raging erection of its own accord and I started slowly stroking my cock as I watched my girlfriend and her twin make out. A spurt of pre-cum oozed out of my glans when Dana broke the incestuous lip-lock and fell on her knees in front of Deb. Pulling down my girlfriend's black thong with rabid urgency, Dana pressed her face between her sister's legs, sinking her mouth tongue first into Deb's pussy and licking away.
"Mmmh... I missed this so much, Debbie," Dana murmured as she munched and lapped and poked her tongue into her twin's dripping hole. "You taste so good, sis... When I masturbate I always lick my juices off my fingers and imagine I'm drinking you."
My girlfriend moaned throatily, her shapely legs shaking and her head lolling to the side as Dana slurped wetly at her engorged labia, flicking her tongue on Deb's clit. I couldn't help but groan as that amazing scene played out before me. "Oh my god, you two are so fucking hot!"
My mumbled comment seemed to break Deb out of her pleasure trance. With glazed-over eyes she looked at me, her face twitching at every pass of Dana's tongue on her sensitive clit. "Mmh... Your cock is so hard, baby, so big... Aaah!... Look at that, Dana, look at how big Jeff's cock got from watching you eating me out. Ooooh! Come on, sis, we should lube him up good before aaah!... Before he shoves it up your tight little ass."
Dana groaned in disappointment as Deb pushed her head away from between her thighs and moved to the bed, removing her heels and kicking off her bunched up thong. My babe crawled slowly between my legs, her big tits swaying underneath her and her plump upturned ass jiggling. Holding my shaft at the root, Deb licked the pre-cum off my glans, pressing her luscious lips to my spongy tip. Then, cooing, she opened her mouth and plunged her face down, inhaling my erection. Her lips slid slowly but surely all the way down my pulsing cock until she had taken all of me deep in her experienced throat. She immediately began sucking me hard and making delicious swallowing motions, squeezing me in the fleshy confines of her gullet.
As Deb got in the fluid rhythm of one of her signature sloppy deep-throating blowjobs, Dana positioned herself behind her cocksucking sister. Placing her hands on my girlfriend's sumptuous bubble-butt, Dana leaned down and went back to eating out Deb's pussy with renewed passion. It really looked like Deb had been right when she said that, while her own passion was sucking dick, Dana's was licking pussy.
The effect of Dana's oral ministrations was immediate. My babe always fingered herself while she sucked me off, but having her sister's wiggling tongue servicing her needy pussy was clearly something else. Moaning deep in her cock-clogged gullet as she throat-fucked herself, Deb bobbed her head faster, slobbering saliva all over my length. Shivers of ecstasy rushed down my spine as I basked in the feel of my girlfriend's talented mouth worshiping my cock. The chorus of Dana's wet cunt-licking and Deb's squishy, lewd suckling sounds was music to my ears and it enhanced the visual pleasure of seeing my pole repeatedly disappearing between Deb's lips while she wiggled her round rump to force her sister's tongue deeper into her hot pussy.
I was suddenly enveloped in a delicious humming vibration as Deb let out a muted scream of orgasm around a mouthful of my cock. Dana purred and lashed her tongue faster along her sister's slit as she drank down Deb's sweet girl-cum, making Deb's whole curvaceous frame shake in delight.
Once her orgasm burned out, Deb lifted her face from my lap, cooing and gasping for air. My throbbing erection plopped back on my abdomen with a squishy thwack, a thick rope of saliva still connecting my glans to Deb's spittle-glossy lips.
After taking in a big lungful of air, Deb wrapped her tiny fingers around my wet meat and guided it towards her insatiable mouth again, brushing her lips all over my length. Grinning, she looked over her shoulder to her cunt-munching sister and snickered: "You may want to come help me lube this fat cock up, you little dyke. It's your anal cherry he's gonna pop after all!"
"Pfff, yeah, right," Dana retorted with a knowing grin as she gave Deb's thick buttocks a good squeeze, "like Lady Buttslut here is not gonna get her big ass fucked tonight, uh?"
Deb laughed around my shaft, looking up at me and winking as she nursed languidly on the first inches of my hard-on. Snickering, Dana knee-walked closer, getting beside Debs and reaching her arms around her sister until she had Deb's juicy boobs in her hands. Pawing at Deb's tits, Dana locked gazes with me and said: "Don't you think that Debbie's got the sweetest pussy, Jeff?"
"Yeah," I chuckled, "she really does." Dana smiled at me, and we shared a laugh. It was both beyond weird and insanely hot to have this kind of conversation with my girlfriend's twin. Also, it was probably the first time that Dana and I had agreed on something one hundred percent since the time we concurred that the Foo Fighters are the most overrated band ever.
Deb's hot mouth suddenly slid off my dick and she turned to Dana. With an impish smile, my babe gave her twin a long smooch on the lips, then she murmured: "I think I know how to make you want to suck Jeff's cock like a good slut, sis."
Pushing Dana aside, Deb straddled me and aligned my cock to her dripping pussy hole. She descended on me in one swift, gliding plunge, moaning as her velvety folds easily opened up, stretching and molding around me. I grabbed onto my babe's flaring hips as she began rocking and grinding on my lap, stirring her tight vaginal channel with my rock-hard meat, her eyes half closed and her mouth open in a low, constant whine of pleasure.
"Fuck, Debs, you're so hot and wet! Your pussy is soaked!"
"Mmhh I know, baby, this is so sexy," she murmured as she placed her hands firmly on my chest and started raising her hips up and down on my impaling dick. "I'm gonna cover your cock with my pussy juice... Aaahh! So that my lesbo sister can taste me when she sucks you off... Ooohhh!"
"Aww that's so nice, Debbie," Dana chuckled, "I feel like I should repay you somehow."
Pressing her body against her sister's arched back, Dana hugged Deb from behind and nuzzled her neck, making my babe moan. Dana winked at me as she wet her index and middle fingers in her mouth and reached her hand down Deb's spine.
I was mesmerized by the ever amazing sight of Deb's massive tits jiggling in time with her bouncing motions, when I heard her moans turn up a notch. Her silky vagina tightened around my cock and her mouth fell completely open in a silent scream of surprised pleasure before she managed to yelp out: "Oh my god!... Yesss! Oooh fuck yes!... Finger my ass! Ooooh, god!"
Then I felt it too. Right past the thin membrane separating her tight holes, Deb's rectum was being slowly but firmly pumped by at least two of her sister's digits. The thought that me and her twin were double penetrating my girlfriend was intoxicating. As Deb recovered from her initial shock and started riding me harder, I began bucking my hips up, spearing her tight hot pussy with my throbbing cock. Deb sighed and gasped brokenly while her sister and I filled her holes. "Ooooh fuck, yes, yeeees!... Fuck my pussy, baby! Finger my ass, sis! Oooh fuck, so fucking good!"
Leaning forward to give Dana better access to her asshole, Deb squashed her pillowy tits on my chest and clamped her mouth on mine, sucking my lips avidly as her breath got more and more ragged. Drunk on the eroticism of the situation, I humped into my girlfriend's sweet pussy while I nibbled at her soft lips. Soon Deb was shivering all over, her riding motions become frantic as she slammed her bouncy butt down on my pistoning cock and on her sister's ass-pumping digits. Through the haze of pleasure fogging my eyes, I noticed Dana leaning against Deb's back and reaching around with her free hand, headed for my babe's crotch.
The second Dana's fingertips made contact with Deb's engorged clit and started rubbing away at it, my girlfriend went rigid. Within seconds, Deb crested over. I felt her pussy quiver around my bucking cock as she yelled out her climax. "OHMYGOD!... Yeeees!... Finger me!... Touch me!... Fuck meeeee!... AAAAHH, YEEEEESSS!"
All through Deb's massive orgasm, her velvety hole rippled around my hardness in delicious spasms, bathing me in her gushing nectar. The feel of her caressing pussy and the sexy nearness of Dana's fingers slowly sawing into Deb's asshole right past her clamping vaginal walls was taking its toll on me. I was close, and I said so, groaning into my babe's splendid tits. Still glowing, Deb shook herself and mumbled: "Wait baby, I need to taste you... I need to drink your cum".
Raising her hips, she slowly slid her dripping pussy off my cock, leaving my meat completely coated in her sweet girl-cum. Kneeling between my legs, Deb wrapped the index and thumbs of both her tiny hands around my root, clamping on me really hard, impeding my release. I grunted, aching to cum. "Hold on, baby," Deb said huskily, "I promised my sister a pussy-juice lollipop!"
Rolling her eyes at her twin, Dana came closer and dipped her head down on my painfully throbbing dick. Deb held my tool for her sister, offering her my nectar-shiny meat. Dana pressed her lips to the side of my shaft and snaked her tongue out. Starting from the base where Deb's fingers where choking my surging explosion, Dana nibbled and kissed and licked her way up and around my glistening pole. She purred contentedly as she scooped up and drank down every trace of Deb's sweet juices.
Even though pleasuring me was clearly not her goal, the brushing feel of her lips on my pulsing meat and the crazy lapping of her tongue were making me howl. The pressure of my denied orgasm was starting to get painful, until I couldn't take it anymore. "Debs, I need to cum so fucking bad!" I grunted, winching.
With Dana still slurping all over my swollen cock, Deb took me in her mouth, wrapping her lips around my mushroom head. Sucking hard on my glans, Deb released the clamping ring of her fingers squeezing at the root. She bobbed her head up and down once, and that's all it took. Shaking all over, I growled in much needed release. A long, torrential spray of cum splashed against the back of my girlfriend's mouth, filling her oral cavity so fast that her cheeks bulged and her eyes widened in surprise. Like the expert fellatrix that she was, Deb swallowed and swallowed, cooing and breathing through her nose as I pumped a steady stream of thick seed past the seal of her soft suctioning lips and down her gulping gullet.
I was dizzy when I finished emptying myself into Deb's throat. My vision was blurry as I emerged from the blissful afterglow, but I didn't miss the hot scene before me. Kneeling down by my still pulsing cock, Deb was holding Dana's face between her hands. Their mouths were pressed together as my girlfriend shared the last dribbles of my semen with her sister in a wet, slurping kiss. I felt my deflating cock twitch and my libido spike up as I watched the twins purr into each other's mouth, their tongues dancing and their wet lips sucking noisily. Much more interested in my sperm that her sister, Deb was eventually the one to gulp down the frothy glob of seed and spittle that the two of them had been passing back and forth.
Dana let her cum-hungry twin lick the last glistening dribbles of my semen from her lips. Then, smirking at me and Deb, she said in mock-reproach: "Okay, so now that you two had your fun, can we make this about ME? I thought my virgin ass was supposed to be the main event of the night!"
We all shared a laugh, then Dana turned away from us and got on all fours. She rested her shoulders on the bed, her head turned to the side, and stuck her taut little ass in the air, wiggling her supple buns enticingly. Again, the sight of Dana's slick pussy and her little pink anus reminded me so much of my Deb's sweet holes that it freaked me out, in a good way. It was mind-blowingly hot that I could tell they were twins by a detail like that.
"I'll take her pussy, I know she's dying to have me eat her out. Right, sis?" Deb chuckled, kneeling behind Dana and lowering her face into her sister's offered cunt.
"I totally am, Debbie," Dana said looking over her shoulder. "Seriously I aaahhh!... Oh yes!..." Dana shuddered as Deb parted her buttcheeks with her hands and ran her tongue all over her twin's moist slit in one long, deep lick. Grinning, as she started circling Dana's clit with her fingertips, Deb tilted her head, signaling me to get to work: "Lick her asshole, baby. Get it all wet and ready for you. Make her beg for your cock up her ass, like you do to me."
I looked at my amazing Deb, taking in her beautiful pleasure-glowing face for a second. Then I smashed my lips into hers in a passionate kiss. "You're the best girl in the world, Debs!"
Deb cooed and Dana snorted, but I was already focused on something else. Without wasting another second, I edged closer to Dana's little upturned bottom and plunged my face into her ass-crack. Burying my head right above Deb's cunt-munching mouth, I began lashing my tongue all over her sister's virgin rosebud. As it always happened with Deb, I lost myself completely in the lewd act of rimming a tight puckered asshole. Prying the edges of Dana's butt-ring open with my fingers, I lapped and slobbered and french-kissed her little anus, teasing it with poking tongue-strokes and licking it into relaxation with deep slow whirls.
As I gave Dana a sample of my best analingual skills, I basked in the squishing sounds of my girlfriend eating out her sister's pussy. Mainly though, my ears were filled with Dana's whimpers of pleasure as she got both her holes thoroughly licked. I loved her yelps and moans, specially because they sounded so much like Deb's own that, if I closed my eyes, I could swear it was my babe emitting them.
PUBLIC BETA
Note: You can change font size, font face, and turn on dark mode by clicking the "A" icon tab in the Story Info Box.
You can temporarily switch back to a Classic Literotica experience during our ongoing public Beta testing. Please consider leaving feedback on issues you experience or suggest improvements.
As I kept tongue-fucking Dana's asshole and Deb finger-fucked her pussy while nursing on her clit, I decided to find out just how much into pain Dana was. I reached under her slim frame and cupped both her perky tits in my hands, feeling their firmness in my palms. Then I pinched her nipples, hard. Dana yelled out and her whole frame shook as I squeezed her pebble-hard buds. I felt her sphincter tighten around my probing tongue while she mewled brokenly.
"More... Please... Pinch my nipples, Jeff... AAAAHH YES! Like that! Pinch me, hurt me, pleeease!"
I turned slightly, meeting Deb's gaze. She had her nose pressed into her sister's sopping cunt and her tongue extended, flicking over Dana's clit. Her face was shiny with pussy juices as she arched an eyebrow and winked in response to my baffled look, wordlessly saying 'I told you so!'
I kept rimming Dana's asshole with all I had as I tortured her long hardened nipples, twisting them and pulling on them mercilessly, sinking my nails into their knotted, thick flesh. It felt intoxicating to hear Dana cry out every time I hurt her sensitive nubs. I honestly couldn't tell if she was yelling in pleasure of pain. But then, apparently it was the same to her. It didn't take long of this additional rough treatment for Dana to crest over a massive orgasmic wave. Her body shuddered so violently that she seemed to be having a seizure and her scream of release was so high-pitched and loud that I feared the neighbors would call the cops to investigate on a freaking murder.
Dana's ass was still perched up in the air and she was whimpering into the bed sheets even after Deb and I finally let go of her pussy and asshole, allowing her to descend from her intense orgasm. Reaching into the nightstand drawer, Deb grabbed the bottle of baby oil we kept there. Moving beside her sister's surrendered body, Deb started dribbling the slick fluid into Dana's well-rimmed asshole, sliding one finger into her ass to grease up her virgin rectum. I positioned myself right behind Dana, my gaze focused on her pink little rosebud and on my girlfriend's glistening finger sawing in and out of that tight crinkled hole. Deb poured a generous amount of oil on her other hand and grabbed my hardening dick, slowly jacking me off and coating me in lube. Filling my palms with Deb's plump ass, kneading and massaging that masterpiece among bubble-butts, I pulled my amazing girlfriend closer, squashing her large boobs between us.
"I love you Debs," I murmured into her hot mouth, "this is amazing. You're amazing!"
"Mmh... Love you too, baby! I love doing this with you, it's so hot! I'm so turned on, baby!"
We kissed passionately as Deb fisted my stiff meat and masturbated her sister's asshole, preparing us both for Dana's first assfuck. After a while, overstimulated and crazed with arousal, Dana turned her groans of anticipation into actual words, pleading brokenly. "Aaaahh... Enough teasing! I can't take this anymore! Oooh... Give me your cock, Jeff, please! Stick your cock up my ass, now!"
I was rock-hard as my girlfriend guided my thick cock to her sister's asshole. Giving me one last slurping kiss, Deb placed her hands on Dana's supple little buttcheeks and spread them open for me, gaping Dana's oily anus with her fingertips. I pressed my spongy glans to Dana's asshole and gave a tentative push, then another, harder, while Deb pulled the crinkled edges of her sister's butt-ring further apart. Dana whimpered as her mollified sphincter yielded and the tip of my dick slid into her virgin ass. Encouraged by her moans, I kept easing myself into her anus, watching her muscular little ring widen obscenely, stretching out around my invading pole.
Dana was trembling all over as I slowly pushed deeper and deeper into her rectum, enjoying the incredible pressure of her warm anal channel enveloping me. She was barely breathing, just the smallest of whimpers escaping her parted lips whenever I moved further into her tight, untouched ass. I had half my cock embedded into her snug little butthole when I simply couldn't move anymore, she was just too tight. Her sphincter was clamping around my pole and her rectal passage seemed to be cramping, constricting my cock so hard that it almost hurt. Surely it must be hurting her more, I thought. And yet, despite her obvious discomfort, Dana wasn't protesting nor asking me to relent. She just breathed in and out, fast and raggedly, her eyes shut and her hands clawing at the sheets. I turned to Deb and we shared a meaningful glance.
"Dana, I can stop if you need to adjust. Just try to relax, it will make it easier," I said. She just shook her head no, moaning as she wiggled her tiny butt, signaling me to keep sodomizing her.
Letting go of her sister's ass, Deb grabbed the bottle of baby oil again. "Maybe with more lube..."
At that Dana finally spoke up, her voice trembling, her eyes still closed. "No-oooohh! No, Debbie... No lube... Uuuuh! I want... To feel it... Uuuuuhhh! I need to feel his big cock splitting my ass! It hurts but... Uuuuhh! It hurts so good! Give it to me, Jeff! Oooohh my god... More, Jeff! Give me... Uuuuhhh!... More!"
Deb and I looked at each other, puzzled but grinning slightly. "Well," she said with a shrug, "I think I know something that might help you enjoy this even more, sis." Deb knee-walked until she was in front of her twin then she lay down on her back right before Dana's face. Spreading her legs open, my babe parted her pussy lips with her fingertips for her sister to lick.
"Aaahh yes, Debbie! Give me that sweet pussy... Mmmhh!"
Cooing as she clamped her lips on Deb's soaked folds, Dana reached a hand to her own needy cunt and started fingering her clit. Her constricting rectum seemed to unclench a little, just enough for me to start plunging into Dana's unexplored depths again. To the sound of Deb and Dana's mewls and moans, I grasped Dana's tiny butt in my hands, filling my palms with her toned ass-flesh. Pulling her to me as I pressed into her, I started fucking her ass with hard stabbing thrusts, forcing her rectum to accept more cock at each firm push. Dana gasped into her twin's pussy at each in-stroke, but she took it all without protest, until my whole pole was crammed up her ass.
Doing as she asked, without waiting for her anal channel to adapt, I pulled out of Dana's snug butthole then slammed all the way in again, stretching her tight rectum open before it could clamp down. She shivered, yelping into Deb's pussy. Undeterred, I set a nice rhythm right away, pushing hard to jam myself balls-deep inside that gripping anal sheath and then sliding out as Dana's resisting bowels clung to my meat. I was mesmerized by the sight of her reddening butt-ring dragging out along my shaft as I exited her asshole almost completely at each pass. In a matter of minutes I was pounding her ass for real, reaming her virgin anus hard and fast while I held her butt in my hands, slamming her lithe body back onto my impaling cock while I plowed into her.
Dana's deep groans were squishy pussy-muffled sounds coming out in time with my punishing strokes, followed by slurping mewls when I pulled out. I had no doubt that I was hurting her a bit. Maybe more than a bit. She was diddling her clit furiously and she was distracted by the oral assault she was treating her sister to, sure, but there was no way that an anal novice like Dana could take this sort of brutal assfucking without pain. But then, that was exactly what she wanted. Amazingly to me, she was liking it, as demonstrated by the fact that I felt her quiver under me in a series of quick peaks while I kept mercilessly pillaging her ass.
The friction and pressure around my raging hard-on were incredible, much greater than what I had felt when I buttfucked Deb for the first time. Even after minutes of heavy ass-pounding, when I had loosened her rectum and reshaped it to fit me better, the muscular tightness of Dana's virgin asshole persisted, as if it still wanted to prevent my intrusion. It was the opposite of Deb's snug yet welcoming ass, whose surrender was always swift when I fucked it, to our mutual pleasure.
I wasn't usually into domination and rough stuff, but Dana's submissive and slightly masochistic streak egged me on to give it to her hard, using her ass for my own pleasure with no regard for her. Soon I lost myself in a primal sodomizing haze. I was so intent in watching my cock fly in and out of Dana's sculpted little hiney that I was caught by surprise when I raised my gaze to find Deb kneeling on all fours before her sister, her plump round ass in the air. My mouth watered and I humped more viciously into Dana's violated butthole while I watched my girlfriend pour rivulets of lube all over her own pink rosebud, gaping her little hole with two slender fingers to let the slick liquid dribble in, coating her anal tunnel.
With my eyes glued to Deb's greasy fingers sawing in and out of her glorious bubble-butt, I kept brutally fucking Dana's tight ass until I felt her tremble beneath me. "UUUUH!... Yeeeahhh! AAAAH!... Stretch me open, Jeff! Rip my asshole! UUUHHH!... Yeahhh, ram your cock up my ass! Haaard, hardeeer! UUUHH!... Hurt me! Use me! AAAHH yes, wreck my aaaAHHAAHASS!"
Dana thrashed and gasped like a stranded fish as her violated asshole clamped around me, choking my throbbing hardness, forcing me to stay buried deep into her cramping bowels as she screamed out her orgasm. I groaned, trapped in the vise-like grip of Dana's constricting rectum. I winced from the intensity of the friction when I tried to move, so I just stayed perfectly still until Dana's cries of release gradually died out in a throaty, gasping sob. All the while though, my eyes were locked on Deb's juicy ass, my stare zeroing in on that delicious little asshole of hers glinting with lube right before me. As soon as Dana's anal muscles started relaxing their stranglehold on my cock, I swiftly slid out of her still pulsing ass, eliciting a sharp mewl from her as I escaped her ravaged butt-ring.
Deb squealed when I lunged forward and grabbed her fleshy rump, pulling her to me until she was face down on the bed and ass in the air right beside her well-fucked sister. My girlfriend moaned in anticipation as she wiggled her awesome ass, looking over her shoulder at me with lust-glazed eyes. I sank my fingers into Deb's juicy jiggly buttcheeks and pressed my aching boner against her oily anus. I slid past her elastic sphincter and into her fabulous ass with almost no resistance, plunging deeper in the familiar snugness of my babe's eager asshole. My eyes rolled back in my skull as Deb's warm slippery rectum accepted my length inch after inch, hugging me in that buttery tightness that I had come to crave like nothing before.
"God, Debs, this ass..." I gasped as I bottomed out, "I love your beautiful ass, babe! Nothing feels as good as your hot tight ass!"
"Oooh, baby! Your cock in my ass, so deep... Uuuhhh! Feels so perfect... You fill me so much, oooh... Yeeees, fuck me! Uuuhhh god, yeaahh! Fuck me, baby, fuck my ass!"
We both moaned in pleasure as I sawed my cock in and out of Deb's ass, burying myself into her rectum until my balls bumped into her sopping pussy and then withdrawing until only my glans remained embedded in her pliant anus. Our bodies synced quickly in a fluid ass-fucking rhythm. Deb pushed her pillowy bubble-butt back to meet my in-strokes, while on the out-strokes she expertly squeezed her rubbery anal walls around my length, making me see stars as she sucked on me with her asshole.
Frigging her thick clit as I plowed her ass, Deb had a string of rippling mini-climaxes that made her rectum tighten even more around me. I fucked through some of these lightning fast peaks, but I knew I couldn't ride them all out. I could tell that Deb was closing in on the big orgasm that would send her anal channel into those irresistible milking squeezes that never failed to make me cum explosively into her ass, draining my balls dry. When I felt her rectum quiver in another mini-orgasm, I slipped out of Deb's insatiable ass.
Deb's yelp of disappointment at the sudden empty feel in her asshole was lost in Dana's cry of mixed pleasure and pain as I lined up my cockhead with her reddened gaping sphincter and slammed myself deep into her supple little butt. Dana snapped out of her blissful exhaustion in a flash when she felt her sore asshole get crammed full of cock once again.
"AAAHH! Fuck! Holy shit, Jeff... AAAAHH! What the fuUUUHUUHH! That fucking hurt!"
Her yells of protest turned into lust-distorted gasps when my palms hit both her buttcheek in a hard, vicious double slap. I stayed still, wedged inside her super-tight rectum, grinding into her ass, stirring her bowels with my stiff meat, smacking her tushy again, harder. Getting into it, I growled: "Isn't this what you want? Say it, Dana!" Another double slap. "You like getting spanked while your ass is packed full of cock, don't you?" Another slap. And another. And another. "Say you want more! Beg for it like a good little buttslut!"
I must have really struck a nerve with the combination of verbal and physical rough play, because Dana's surrendered body trembled all over, a long gasping moan escaping her slack mouth. Her hand rushed to her clit and she started working it feverishly as I kept spanking her ass hard and stretching her abused anal chute with my deeply buried cock. Her voice was strained, choked with desire as she mumbled: "Oooohhh yeaaaah... Yes, pleeeease! More! I love it! I need it! OWWHH! Spank me more, pleeease! Hit me haaaaard! AAAAHH! Own my ass! Ooooh... Ohmygooooood!"
I just kept hitting her reddened buttcheeks while she tortured her clit between her fingertips. It took an impressively short time for Dana to start thrashing and screaming louder. Much to my amazement, she was cumming again from the painful stimulation. With one last punishing slap, I pulled out of her battered ass before her rectum trapped me in the cramping throes of her release.
Deb had a devilish grin on her lips as she looked back at me, my cock already pointed at her offered anus. "Mmmh, Jeff, that was so hot to watch," she murmured, pushing her plump ass against my poking cockhead, her hand a blur on her clit. "Now fuck my ass, baby, I need you in my aaaaahhh! Like that, yeaaah... Yeeees, hard and deep, baby, uuuuh!"
The following minutes were a dizzying haze of unbridled anal pleasure. I alternated between those two sisterly asses, fucking Deb's sumptuous bubble-butt until I felt close to cumming and then cramming myself balls-deep into Dana's taut bottom, avoiding all movement and willing myself to delay my ejaculation while I spanked her buttcheeks raw and she slapped her clit furiously, high on submissive lust, shrieking and gasping in a libidinous mix of delight and discomfort.
I was grinding into Dana's ravaged asshole when I felt my balls draw up. I gave Dana's long nipples a sudden vicious pinch that sent her slim frame into shivers of ecstasy, then I pulled out of her well-used ass and rushed back behind Deb's upturned booty, sliding my cock into my babe's warm slippery rectum.
I fucked Deb's ass with all I had, pounding her hard and fast and deep, lovingly caressing her beautiful plump rump and luxuriating in the sight of my cock pistoning in and on of that perfect bubble-butt. Her moans told me that Deb was close too, the squishy sounds of her clit-frigging digits adding a wet layer to the throaty symphony of our incoming peaks.
"Aaaahh fuck, Debs!... I'm gonna cum... Aaaargh! I'm gonna fill your ass with so much cum, babe!"
"Yeees! Ooooh baby... Give it to me! I want your cum in my ass! Uuuuh! I'm close, oooh so close... Fuck my ass and cum deep in me, baby, uuhhh! Fill my ass! I need your cuUHUUHHM!"
Growling, slamming myself balls-deep into Deb's ass one last time, I came. As my throbbing cock swelled and sprayed her bowels with thick spurts of seed, Deb buried her face in the sheets and let out a muffled yell of release, cresting over at the feel of my spunk flooding her rectum. My vision blurred and I was awash in sensual bliss as Deb's incomparable asshole squeezed me, her warm anal walls gripping me from tip to root in their pleasure ripples, milking my spurting dick until they had coaxed every last drop of sperm out of me.
Spent, fucked out and utterly satisfied, I fell over onto Deb's arched back and rolled the both of us on our side in a spooning position. I had barely the strength to lift my arms and wrap them around Deb's soft curvy body, hugging her to me. I held her heavy tits in my hands, gently caressing her smooth skin, my head resting close to hers, her light purrs filling my ears as I inhaled her signature scent from her sex-tousled hair.
Her eyes still closed, her mouth open, Deb turned her head and I instantly leaned in to kiss her full lips. We lay there like that for a while, sated, barely kissing, mostly just pressing our lips together as we caught our breath and enjoyed the afterglow, our bodies connected by my deflating dick still lodged in her warm sperm-flooded rectum. My mind drifted away as I held my beloved Debs in my arms, wiped out after one of the most mind-blowing orgasms I'd ever shared with her.
I was brought back to reality by Dana's groggy voice. "Mmmh... Now that's what I call cumming," she mumbled, emerging from her own beatific absence. I heard her shift on the bed, moving closer to us. "Oh my god, look at that," she snickered. "Seems like you came like crazy too, Debbie! There's an actual puddle of pussy juice on the sheets!"
Deb chuckled softly. Suddenly she twitched and drew in a sharp breath, gasping: "Oooh, Dana... What are you aaaaahh!..."
Dana's face was buried between her sister's legs, her mouth firmly clamped on Deb's dripping pussy. Undeterred by her twin's weak protests, Dana kept flicking her tongue on my girlfriend's engorged clit, sucking away at her sopping wet hole, avidly drinking down Deb's nectar. Deb was soon moaning in pleasure. She didn't resist when Dana grabbed her waist and tried to pull her closer. I let go of my babe's buxom tits as Dana dragged Deb to her. My softening cock slipped out of Deb's cum-sloppy asshole as she readjusted in a sixty-nine position on top of her twin. When Deb lowered her head and started munching on her sister's slit, Dana's pussy-muffled purr was the perfect match to my girlfriend's own ecstatic mewls.
I sat back and watched the twins eat each other out for a while, taking in the amazing eroticism of their incestuous joining, basking in the sound and the visual of Deb's voluptuous body and Dana's toned girlish frame wrapped together in a passionate lesbian coupling.
As the minutes passed and the girls cried out their release over and over again into each other's soaked pussy, my cock began to recuperate. I was stroking my hardening meat as Deb pumped two fingers into Dana's freshly deflowered asshole and two more into her slit. All the while, Dana devoured Deb's pussy hungrily in a lapping routine that started with deep sucks on her clit and culminated in a whirl of tongue strokes poking into Deb's slick, slightly gaping anus. A jolt of life ran straight to my dick each time Dana licked her way up her sister's perineum, scooping up the trickling globs of cum that leaked out of Deb's tender asshole. Not in my wildest fantasy I would have ever imagined witnessing Dana sucking my seed out of her sister's beautiful ass.
I waited and watched the twins go at it until I was fully hard again, then I positioned myself behind my sweet Debs. Unable to resist, I knelt down and payed homage to her plump ass, caressing that jiggly, curvy treasure and planting soft kisses all over its smooth meaty roundness. Deb moaned louder into her sister's pussy when she felt my lips and hands on her rump. I took it as a sign of assent to proceed. Straddling her amazing bubble-butt, my feet firmly planted on the bed, I aimed my cock at my babe's asshole and sank in, easily sliding all the way into her semen-coated rectum.
PUBLIC BETA
Note: You can change font size, font face, and turn on dark mode by clicking the "A" icon tab in the Story Info Box.
You can temporarily switch back to a Classic Literotica experience during our ongoing public Beta testing. Please consider leaving feedback on issues you experience or suggest improvements.
Deb raised her head from Dana's snatch, her finger-fucking motions relenting as she whimpered lustfully at the feel of her asshole getting stretched and filled by my shaft. "Aaaaahh yes baby, yeeeeah! Uuuuhhh so good!... Fuck my ass again, I love your cock in my aaaaass!... Uuuuuh!"
I fucked Deb's ass deeply, without hurry, with long fluid strokes, reaching down to hold her fabulous tits in my palms. I could feel my cum squishing around my pistoning length as I plowed my girlfriend's tight asshole, and I grunted in pleasure at the mere thought of how many loads I had pumped into those depths and how many more I would shoot there. I loved the slippery warmth of Deb's rectal walls lightly massaging me, and I feasted on the sight of her little butt-ring dilating to gobble my gliding meat as I pushed myself into the magnificent bounciness of Deb's bubble-butt.
Dana didn't miss a beat while I sodomized her sister. She just went on munching on Deb's pussy, persistently licking her way up from her clit all over her labia and ending with a deliciously lewd rimming all around Deb's cock-stretched sphincter. It drove me wild to feel Dana's warm wet tongue flicking over my pistoning meat. Even more thrilling were the sloppy suckling smooches she planted on my balls when I was fully buried inside her sister's bowels.
After long, amazing minutes of relentless buttfucking, my climax closed in on me. Feeling my balls draw up, I picked up my pace and pounded frantically into Deb's ass until my raging boner swelled and started shooting a second batch of cum into those receptive anal depths. I bellowed out in ecstasy and shook with unexpected additional pleasure when Dana took my discharging balls into her wet mouth, sucking on my scrotum and coaxing more seed to surge up my twitching length and splash deep inside Deb's rectum.
Deb's orgasm soon followed mine, but her cry of release was muffled by her final assault on Dana's pussy. I stayed buried to the hilt inside Deb's quivering bowels even when Dana unclasped her lips from my ballsack to let out a long, strangled shriek of pleasure. That strained ecstatic mewl lasted until Deb finally removed her mouth and fingers from her sister's holes, eliciting a gasping sigh.
Panting, shiny with sweat, drained and sated beyond description, the three of us eventually fell in a heap on the bed. Rivulets of frothy cum streamed out of Deb's gaping anus when my deflating cock slipped out of her ass. Moaning, weakened by pleasure, my sweet Deb slowly turned around to face me. Her eyes were closed as she extended her arms, searching for me. I wrapped her in my embrace and pulled her close to me, nuzzling her pretty face, murmuring my love for her as I held her tight. She just purred contentedly, glowingly satisfied, adorably exhausted.
For a while the only sound in the room was the wheezing whisper of our ragged breaths, then Dana managed to gather the energy to crawl behind Deb. She reached her thin arm around Deb's shapely hip, embracing her sister by the waist. I could feel the smooth firmness of Dana's thigh on the back of my hand as my palm fondled Deb's plump round ass.
Lying on her side, propped on a elbow with her head resting in her hand, Dana peeked over her sister's shoulder to look at us. "Oooww my asshole feels soooo sore," she grumbled, scrunching her face in an exaggerated grimace of pain "You didn't have to pump me so hard Debbie! I've just lost my virginity there, you know, and Jeff didn't go easy on my ass either!"
Deb chuckled, craning her neck to look back at Dana. "Pfff, stop whining, you drama queen! We both know you loved every second of it, especially the rough bits. Not to mention when Jeff pounded your ass real hard. You were braying like a donkey, sis!"
Dana shrugged and laughed. "Well, I guess that's true!"
"So, are we good? I lent you my boyfriend like you did for me. We're even now, right?"
"Oh yeah, Debbie. We're even, and then some," Dana giggled. "In fact, I think I owe you. Both of you. So, Debbie, just say the word and I'll be licking your pussy until you beg me to stop. And Jeff, if you ever get tired of fucking my sister's big ass..."
"Hey! Don't you even dare, bitch!" Deb quipped, only half joking. "He's mine!"
"Jeez, I was just kidding. Come on, Debbie, you know he loves only your ass... Oops, I mean, he loves only YOU, of course!" Dana chuckled, winking at me. Deb playfully slapped her arm, laughing, triggering a bout of reciprocal tickling and pinching that made the both of them titter and squeal like little girls. I waited until they settled down again before I spoke.
"Just so you both know, there's no way I'll ever get tired of this beautiful ass," I said, meaning every word, all the while caressing Deb's juicy buttcheeks with the reverence they deserved. "Not ever."
"Aww, baby, that's so sweet!" Deb cooed, smiling and kissing me.
Dana snorted and rolled her eyes at us as she continued. "Yeah yeah, I know, you two are crazy in love and you're so cute together and blah blah blah. But seriously guys, this was awesome! I haven't cum so much in ages! Usually I can't let go like this and be, you know... But with you guys... I feel so safe with you, Debbie. And you were great too, Jeff, you picked up on what I like in no time!"
She had a big smile on her lips as she leaned forward, her face hovering above Deb's and mine. "Thank you guys, really. This was so amazing!"
Deb didn't flinch when Dana kissed her deeply, she just chuckled and smiled, opening her lips and letting her twin stick her tongue in her mouth. I was a bit more surprised when I felt Dana's lips pressing on mine in a soft lingering kiss, but after some initial hesitation I relaxed and reciprocated. Dana gave her sister another swift peck on the lips then she sat back on her haunches beside our still embracing bodies.
"So," Dana asked, her voice vibrant with excitement, "when do we do this again?"
My eyes bugged out. Deb was unperturbed. "Really, Dana? At least let us rest for a minute," she said, amused. "We didn't even take a shower yet, and you're already thinking of next time?!"
"Well, yeah!" They both laughed, looking at each other intently, already planning ahead. "Do you think we should make a new pact, Debbie? A three-way pact with rules and stuff, like our old one?"
"Yeah, sure, that one worked just fine... Until you decided to break it!"
"Aww come on, sis! After all, everything worked out for the best in the end!"
I listened in awestruck silence as the twins envisioned how we should go about having more threesomes. After some negotiating and debating, Dana agreed that she wouldn't date other guys as long as the three of us got together. Deb ruled that never under any circumstances was Dana allowed to have any kind of sexual contact with me without Deb herself being present. Dana readily agreed, clarifying that she was more interested in her sister's pussy than my cock anyway.
Finally, after they had discussed all the aspects of the agreement to their satisfaction, Deb brought up a minor detail that they had both ignored so far. "We still need the approval of the third participant, though," she said, turning to me, caressing my dumbstruck face. "What do you think, baby? Wanna have more nights like this, having threesomes with me and my sister, fucking both of us in every hole and watching us fuck each other?"
My heart skipped a beat. Probably more than one, actually. I felt Deb and Dana's twin hazel stares on me. I blinked my eyes once. Twice. Three times. I wasn't dreaming. They were both really there: the slim bubbly flirt that was in fact a submissive fuck-toy, and the sweet beautiful love of my life that turned into a slut with insatiable oral and anal fixations once she stepped into the bedroom.
I looked at Deb and Dana for a bit. They just looked back at me, with those mischievous glinting eyes of theirs and twin devilish smiles playing on their lips. I cleared my throat before speaking.
Guess what I said...
Weird Sisters Ch. 03 - Incest/Taboo
by ZenZerker
Author's note: This is a work of fiction. All characters are eighteen years or older. Anal sex is a major theme in this story, so you might want to consider reading something else if you're not into that sort of stuff. Don't expect realism and you won't be disappointed when you don't find it! Enjoy!
I'm a cynic and a pessimist by nature. The glass is always somewhat empty when I look at it, no matter how full it may be. Because of that, I never had a problem agreeing with the old saying that you can have 'too much of a good thing'.
It just makes sense: even your favorite food or your favorite song or your favorite movie can become boring and meaningless and tasteless, given enough time and enough repetition. After all, rarity and scarcity are what makes things special, right? It always seemed logical to me.
Well, as it turns out, I was wrong!
Ever since Deb's anal awakening, marked by the glorious event of her gifting me her virgin asshole and allowing my fat dick to stretch her lovely pink sphincter for the first time so that she could give her twin sister a weird lesson in naughtiness, I've been having so much buttsex with my amazing curvy girlfriend that you'd think I must have had enough by now. It must been too much, regardless of how good it is, right? Nope, wrong! That's not the case at all, luckily enough.
No matter how many times I sheathe my aching boner deep inside Deb's warm chute and plow her buttery rectum to my heart's content, no matter how many hot loads of cum I pump into her narrow anal tunnel, no matter how many times I wake up to Deb sucking sloppily on my morning wood so that she can impale her heart-shaped bubble-butt on my pole and ride my cowgirl style and, smiling sweetly to me, sodomize herself to a gushing climax before work, no matter how many times she gets on all fours on the couch or on the floor or on a kitchen chair and presents her juicy naked booty for me to plunder at the most random of times, I just can't get enough of Deb's epic, luscious masterpiece of an ass. The more I fuck her fabulous bubble-butt, the more I want to fuck it, and it always feels glorious and special.
And the best part is that Deb herself can't seem to get enough of my dick sliding in an out of her gripping little hineyhole either!
Even more than the fact that I can sate my desire for Deb's majestic rump any time I want, what makes me thank my lucky star every single day is Deb's genuine, constant and indeed ever increasing anal libido. Simply put, my girlfriend loves anal, craves anal and asks me to fuck her anally every single day, more than once a day, in fact! It's so hot when Deb actually demands that I assfuck her, as if she couldn't handle being deprived of my dick plunging balls-deep into her anus for one more second! As a result, we have been having anal sex pretty much at any chance we get, and it's amazing.
I'm not joking when I say that, since I took Deb's anal virginity and thus unexpectedly unleashed her inner buttslut, I've started seriously rethinking my atheistic worldview. Seriously: I'm so grateful about how things are going in my life, that I'm really considering giving the whole God thing another try! It just seems fair, given my current situation.
In truth, introducing anal into our already satisfying sex life did wonders for us, not only in the bedroom but in every other aspect of our relationship. Don't get me wrong, things were going good already, but now we are at a new high mark, one that I didn't even suspect could be reached, and it's only getting better as the days go by. I always knew that Deb was special, that she was a keeper, but now things have reached a point were making things official and proposing to her seems just right. I mean, let's face it: if my sweet Debs isn't wife material, who the hell is?!
So yeah, I bought an engagement ring and soon enough I'm going to get on my knee and ask Deb to marry me. And that moment may come sooner rather than later.
"Very soon indeed..." I mumbled to myself, smiling as I glanced at Deb.
Unassumingly beautiful as always, cute and genuine and voluptuously curvy, my beloved girlfriend was cuddled up on the passenger seat in a kind of fetal position, sleeping peacefully. The hood of her sweatshirt was pulled down to shield her eyes from the early morning light, her jeans-clad legs were huddled to her busty chest, her head was resting against the window and she was very much asleep, not just dozing. Good for her, I thought, as I focused my gaze on the road again.
At that point, I had been driving for two and a half hours or so, and we still had at least three more hours to go before we got to Deb's family cabin, up in the mountains. I had never been there yet, because for some reason or another every time we tried to organize a trip something came up and we ended up postponing over and over again, but Deb had mentioned the cabin a lot since we got together.
Apparently, it was a kind of happy place for her. It was up in the woods, by a lake, just outside the tiny mountain town where her dad was born and raised. Even when he left his hometown, the cabin still used to be the place that he retreated to when he really wanted to focus on his paintings without distractions, and in fact most of his best pieces were created there. When he became famous and started getting paid serious money for his art, Deb's dad moved permanently to the city, where he met and then married her mom, but he always came back to the cabin. From what I gathered from her mom's tales, Deb and her twin Dana were actually conceived there, which added a sort of mythical tone to the bond that Deb gradually developed with the lake and the cabin and the woods during her childhood, when the family spent the holidays there. Even after her father's untimely death, Deb's relationship with that place didn't change, her memories of the good times she had there remaining always bright and warm within her. She did get a bit teary-eyed when she told me about the day she and Dana and their mom scattered his ashes in the lake, like he wanted to, but even that memory wasn't exactly sad for Deb, just very emotional and intense, understandably so.
All these intense sentimental ties were more than enough to make me very curious and excited about finally seeing the famous lake cabin to begin with, plus of course there was the fact that I wanted to propose to Deb in that specific setting, and that made me a little tense too. But it made sense to choose that place to propose, I thought, even more so on this particular weekend, because Deb's mom would be there too. That worked perfectly with my plan, which was to sneakily take Deb's mom aside to ask for her blessing to marry her beautiful daughter, and then proceed with proposing to Debs at a special time, maybe at sunset by the lake, or something like that. Now that would make for a pretty memorable marriage proposal, the kind that just can't be refused!
As I drove on, occasionally glancing to the side at my cute Deb's sleeping form, I did start worrying a little about her mom potentially having doubts about the whole marriage thing. It was kinda sudden for me to propose just like that, I guess, but it wasn't all that crazy. After all, we had been together for three years and living together for almost a year. Sure, I was five years older than Deb and I wasn't exactly earning tons of money being a freelance writer, but things were looking good and I had proved time and again that I was reliable, mature and that I did love Deb. Plus, I always had the feeling that Deb's mom actually liked me. She certainly never seemed to be too concerned about the fact that I was a writer: after all, her own husband had been an artist (and a struggling one too, for most of his life), so she did understand my situation and she could see why her daughter might prefer being with me rather than with somebody richer and more boring. At least that's what I hoped she'd think...
However, even with all that stuff taken into due consideration, deep down I knew that I had nothing to really worry about. My instincts told me that Amanda, Deb's mom, would be thrilled to hear that I wanted to marry her daughter.
In truth, while I drove on in silence and let myself sink deeper and deeper into the stream of consciousness of my perennially bubbling thoughts, I couldn't help but admit that my underlying nervousness concerning Deb's mom in general may stem from a different root, one that had nothing to do with me asking for her blessing. Honestly, ever since Deb had first introduced me to her mom a while back, I had been low-key kind of attracted to Amanda, which always made me feel guilty and uncomfortable around her, because, well, come on, she's my girlfriend's mom, for crying out loud! On the other hand, Amanda is an insanely hot MILF, and that's a fact.
When I first saw Amanda, it instantly made perfect sense to me that she was Deb's mom: the physical resemblance was uncanny, in the sense that Deb looks exactly like a younger version of her mother, except for the fact that now, in her late middle age, Amanda is even curvier and more voluptuous than my sweet Debs. I won't lie: every time I see Amanda, it's very hard for me not to stare at her epic mommy-rump, which is just as round, plump and heart-shaped as Deb's fabulous bubble-butt, just a little bigger and bouncier. Also, her tits are absolutely crazy: based on a rough estimate (judging by the fact that Deb's boobs are a pair of wonderful, pillowy double D's bordering on E's), I'd say that Amanda must be rocking F if not G cups, at least. Yep, those are some serious mommy-melons, and it's so hard for me not to drool at the sight of them!
In light of that, it's really no surprise that upon seeing Deb's mom for the first time I had smiled from ear to ear like a total dork. And it wasn't simply because Amanda was hot, but because it got me thinking that if Debs is going to mature into a mouthwateringly hot MILF like her mom, well, let's just say that growing old with her will be a lot of fun for me!
Unfortunately, ever since I was introduced to her, I was never able to fully hide my not-so-subtle admiration for Amanda's shapely mommy-curves. After my first encounter, Deb playfully gave me a hard time about the fact that I had been checking out her mom like a drooling perv, which made me blush, and with good reason, since it was true! Luckily, Debs was giggly and kind of amused by it as she jokingly reproached me, plus I more or less managed to save myself by saying that I wasn't really checking out her mom, but actually Deb herself, in her future version. It was a pretty lame move, I know, but it did work! At least it got a good laugh out of Deb, to which I sighed with relief behind a sheepish smile.
Indeed, comparing Deb to her mother was actually the best thing I could do, because, as I learned in the course of our relationship, Deb idolized and adored and loved her mom with all her heart, so being equated to her in any way was always a compliment as far as she was concerned.
Working with her mother at the gallery and spending time with her on a daily basis was always very important for Deb, just as important as keeping close with Dana, who, on the other hand, enjoyed her more outward-oriented role in the family business. That is no surprise, since Dana is restless and extroverted and thrives on dealing with new people and situations, while Amanda, like my adorable Deb, always struck me as an introvert at heart, a calm and reserved woman whose thin, knowing smiles hide unexplored depths of emotion and intelligence. She's very smart and has great business instinct too, as demonstrated by the fact that she brought her dead husband's art to international prominence and opened an art gallery that is considered among the most important in the country. It was always interesting to see Deb working alongside her mom, and to notice that, beside being mother and daughter, with all that it implies, they also have a tight mentor/disciple relationship going on and a genuine friendship too, which is great, because if there's someone who is fit and eager to carry on Amanda's work and keep alive the artistic legacy of the family, that's my Debs.
Given Amanda's dedication to the gallery, it was unusual for her to take a vacation, so the fact that she was already at the cabin as we drove up there was particularly rare. But, in that specific case, she had little choice in the matter.
The whole building where the gallery was located had to undergo some major renovations, something about structural stuff and safety regulations and all that sort of things, so the business had to close down for a few days, unavoidably. To make the best of that annoying situation, Amanda decided to spend that enforced time off at the lake. In fact, it was her idea to invite Deb and I to join her there, and she would have wanted Dana to come along as well, but Deb's twin had to go out of town to visit a few private collectors who owned some rare paintings of their father's. If Dana's persuasion mission went well, Amanda planned on having a big retrospective of her husband's work at the gallery in the near future, but, in the meantime, she would just have to wind down and relax for a few days with Deb and me at the lake.
Of course, as soon as we agreed to join her mom at the cabin, Deb started gleefully teasing me about the fact that I'd finally get to see her MILF of a mother in a bikini, with plenty of chances to feast my eyes on her curvy, semi-naked body. Of course she was right in her teasing accusations, because I was indeed very much looking forward to seeing Amanda's massive tits spilling out of a bikini and I was certainly going to staring at her thong disappear between the plump cheeks of her big mommy-rump, but I did have to stand my ground when Deb suggested that I wouldn't be able to get any writing done with all that MILF ass and tits on display. First of all, I argued, I can be laser-focused when I need to be; and second of all, Deb's own majestic booty and juicy round tits would be plenty distracting already, without factoring in her mom at all. Luckily, Deb laughed at that cheesy excuse, but yes, I did have some concerns about being able to concentrate on my laptop screen if Deb and her mom were out by the lake sunbathing!
"I guess I'll just have to wait and see..." I murmured as I drove on, lulled by Deb's cute soft snoring.
After we stopped for gas and coffee and snacks, Deb took over the driving so I could doze off for the last couple of hours of our road trip. As expected, I went out like a light. I just had to recline the passenger seat, close my eyes, and within moments I was asleep. That's my super power: I can fall asleep pretty much at will, anywhere and at any time. It's actually very reassuring to know that, no matter what may go wrong when I'm awake, I won't lose a minute of sleep over it once I decide to shut my eyes and drift off.
In the present situation though, the best part of my nap was the pleasant feeling I got when I woke up.
It wasn't an unfamiliar sensation, but it was still amazing to be brought back to consciousness by an intense feeling of warmth, wetness and suctioning pressure enveloping my dick. As I awoke, my ears registered the soft mewling sounds of my sweet Deb's muffled voice and, even before I opened my eyes, I was smiling, because I could already envision what I was about to see.
Satisfyingly enough, my predictions were right: as soon as my eyelids blinked open, my smile widened while I drank in the sight of Deb's cute face bobbing steadily on my fat boner.
She had pulled her light brown hair up in a ponytail, which was wobbling in time with the fluid cock-gobbling motions of her lips as they sucked and slurped their way up and down my mouth-stuffing shaft, which she was was inhaling balls-deep at every fluid pass. Sighing at the glorious pleasure of having my hard dick massaged from tip to root by my girlfriend's talented oral cavity, I grinned as I noticed that Deb had taken off her hoodie, leaving her huge tits covered only by a small stretchy T-shirt, and, most importantly, she had removed her jeans. As she knelt on the driver's seat with her beautifully plump ass up in the air and her gorgeous face down on my lap and stuffed full of my cock, Deb had her hand in her soaked panties and was languidly fingering herself, like she so often did when she blew me.
"Fuck, Debs, that's amazing..." I murmured as I savored the shaft-caressing, steamy snugness of her gullet pulsating around my length during a particularly deep and intense immersion into her oral chute.
Looking up at me, Deb winked and grinned, her lips curling obscenely around the thick base of my cock, before she slowly pulled back, making sure to let me see how greedily the soft seal of her lips clung to my saliva-slick pole while she gave me one last noisy suction, which she concluded by lewdly nursing and slurping on my big purple cockhead, smooching it loudly and finally letting it pop out of her amazing mouth.
"Hey, baby!" Deb greeted me, a glistening string of spittle and precum linking her smiling lips to my throbbing pole. "Look, we're here! Isn't it great?"
Blinking and shaking off the last of my drowsiness, I looked around to notice that yes, indeed we had reached our destination. We were parked on the side of a dirt road in the woods, with tall dark green pines all around and the sun shining right above us in the bright blue sky. To our left, through the trees, I could see the shimmering surface of the lake. Before I could ask where we were exactly, Deb was already speaking again, her excitement clearly perceivable in her tone.
"The cabin is about half a mile down the road, just over that slope there," Deb said, giggling as she gently stroked my spit-shiny dong. "I just thought we'd better stop so you can fuck my ass before we get there. You know, just in case! I don't know if I can wait until tonight... So, yeah, better safe than sorry!"
"Yeah, absolutely! Good thinking, Debs!" I replied, grinning from ear to ear as I realized that I was going to get way more than a blowjob.
In truth, I shouldn't have been surprised. After all, Debs hadn't got her needy butthole stretched out and filled with cum that morning, since we had to leave quite early to beat the traffic and get going, and she had been suspiciously giggly when she had come back from the bathroom during our brief stop at the diner by the gas station. Naturally, my assumption had been that she must have slipped one of her many buttplugs up her sweet hineyhole while she was in the bathroom, but I hadn't investigate much at the time.
As I pieced all those elements together and automatically reached for my girlfriend's upturned booty, to caress and squeeze her big round asscheeks in anticipation of doing much more, Deb urgently said: "Come on, let's do it outside! I never had buttsex in these woods, and it's about time that I do!"
Tittering and brimming with arousal, Deb was out of the car before I could even say how much I agreed with her intended course of action and how much I loved her for suggesting it. Trying not to trip over my bunched up pants and boxers, I quickly followed my semi-naked girlfriend outside, my hugely erect and saliva-dripping cock swinging heavily before me as I did so.
If I hadn't been so intensely horny and focused on tapping my amazing Deb's naked bouncy ass, I probably would have spent a little time savoring the fresh scent of pine in the balmy mountain air, the chirping of birds and all the soothing sounds of nature around us, but as soon as my curvy babe planted her hands on the hood of the car and arched her back, offering me her big round bubble-butt in an unmistakable gesture of invitation to take her anally, everything faded in the background and I only had eyes for Deb's epic ass. While I positioned myself behind her and idly stroked my stiff spit-shiny dong, Deb leaned down on the hood of the car, reached back with her hands and yanked her panties down her creamy thighs before parting her meaty buns for me while also pressing her huge tits, still cozily hugged within her tight T-shirt, against the shiny metal surface, so that her cloth-trapped jugs were pancaked to the hood and bulging out to the side of her chest, straining against the fabric of her T-shirt.
PUBLIC BETA
Note: You can change font size, font face, and turn on dark mode by clicking the "A" icon tab in the Story Info Box.
You can temporarily switch back to a Classic Literotica experience during our ongoing public Beta testing. Please consider leaving feedback on issues you experience or suggest improvements.
Smiling naughtily at me, Debs looked over her shoulder as I feasted my eyes on her smooth, dripping wet pussy and her cute, plugged up little asshole. I couldn't help but chuckle to myself at the sight of the anal toy, whose presence inside Deb's bootyhole confirmed my earlier suspicions. Beside that, I noticed that the glimmering jeweled base of the plug was reflecting the bright midday sun very nicely, and I was struck by the weird thought that a magpie or some other bird might be attracted to it! That was an odd idea, kinda funny but outlandish too, but I didn't dwell on it that much, because my hands were already busy grabbing the jeweled base of the plastic toy and pulling it out of Deb's snug little butthole.
"Mmhh, yeah, baby!" she purred as I teasingly took my time extracting the plug, all the while watching her lovely pink orifice dilate and widened and strain sexily around the thickest part. "Take that silly thing out of my ass, I want to feel you inside me!"
That last statement made me even harder than I already was and spurred me on to radically hasten the extraction process of the buttplug. The next moment, as the toy slipped all the way out of Deb's anus, causing a lube-slick popping sound and coaxing a delicious cooing gasp to tumble from her parted lips, I stepped closer and lined up my rigid boner with her gaping, deliciously open asshole. While she kept her luscious buttcheeks nice and spread for me, Deb was still looking over her shoulder, eagerly taking in the sight of my huge glans nearing her offered hineyhole, which was exactly what I was ogling too.
Dilated and winking and already attempting to shrink shut on itself to resume its exquisitely tight puckered shape, Deb's lovely asshole looked so enticing that I had the impulse to drop to my knees, wedge my face between her fleshy globes, stick my tongue inside her pulsating pink anus and start making out with it, which I would have done in a heartbeat if we hadn't both been so wildly horny, and if the situation had been more comfortable and private too. Still, the visual thrill that I got from seeing my huge purple glans completely obscuring her dilated little bootyhole as I eased myself into her curvy body through its tiniest and most intimate opening more than made up for the fact that I'd have to wait until later to munch on my sweet Deb's holes.
Focusing on that adorable little target, I let my glans wedge itself firmly into Deb's pliant asshole, and, savoring the twitching heat and softness of her sphincter wrapping itself around my cockhead, I pushed. Instantly, every other thought or intention faded away in a rush of pleasure as I was hit by the sensation of steamy tightness that enveloped my dick as it began sliding up my girlfriend's ass.
"Oohh yes, baby, yes!" Deb whimpered, her eyes fluttering closed and her smile broadening as her butt-ring stretched and widened and opened up to its maximum possible dilation to suck my whole bloated cockhead and a couple of meaty inches of shaft straight into her narrow forbidden chute.
It was a feeling I could never get tired of. I love sensing the initial moment of minimal resistance from her asshole melt away, that fleeting hesitation of her distended straining butt-ring quickly turning into a lewd suctioning kiss that engulfs my glans and then morphs into an intense sensation of pressure and heat extending down to my pole as I push deeper into Deb's juicy bubble-butt.
That day, when, to my unending wonder and pleasure, I realized that I was really inside her perfect ass again, with my whole broad tip and a solid portion of my thick rod encased in the steamy grip of her delicious little butthole, I sighed and moaned and started sliding deeper into her narrow rectum with a giant smile on my face. No matter how many times it had already happened, it was always an epic, glorious rush to cram my large cockhead into Deb's cozy little asshole and feel her smallest orifice opening up for me and then hugging me snugly, her anus nursing on my glans, her snug anal passage widening and adjust and clinging tenderly to the girthy shaft of my advancing dick, welcoming me inside my number one favorite dick-holster in the world.
By then, after weeks of daily sodomy provided by yours truly, Deb's anal skills had progressed to an amazing level, meaning that she could now relax her sphincter at will and almost perfectly control the involuntary spasms of adjustment coursing through her tautly distended butt-ring and dick-packed anal walls, calming them and soothing them so that she could allow me to push more and more cockmeat up her ass quickly and with relative ease. At the same time, pliant and docile as her backdoor had become in accepting me, Deb still felt insanely tight all the way as I fluidly wedged myself deeper and deeper into her buttery rectum.
"Uuhh yes, Jeff, yeeees! Do it, do iiiit! Uuhh fill my tight little asshole, baby!" Deb squealed, letting go of her buttcheeks so that she could bring one hand to her nectar-slick clit while she placed her other arm on the hood of the car and rested her smiling face sideways on it. Bent over and eagerly surrendered, mewling with joy as I steadily filled her anal chute with more and more of my veiny sausage, my amazing girlfriend looked at me over her shoulder through fluttering eyelids while she kept egging me on with shameless enthusiasm. "Deeper, baby, deeper! Uuuuhh! Stuff my ass full of cock, Jeff! Give me all of your big fat cock, pleeease!"
Already high on the feel of schlong-smothering tightness and sinful heat that was engulfing more and more of my rump-cramming boner, I happily complied and kept drilling deeper into Deb's narrow forbidden tunnel. Aided by the slippery layer of saliva that she had deposited on my cock while blowing me in the car and getting even more help from the lube that she clearly had applied to her anus when she had plugged herself up earlier, I eased my schlong further and further up her ass, until I was buried all the way inside the steamy, cozy hug of Deb's exquisitely tight anal sheath. With my ballsack pressed firmly against her dripping wet pussy, I could feel the motions of her fingers quickly rubbing away on her clit, while at the same time her rippling rectum squeezed and massaged my fully embedded pole with deep, intense shaft-suctioning caresses.
Avidly grabbing her huge round buttcheeks in my hands, I grunted with lewd joy as I began gently rocking and grinding into Deb's epic ass, stirring her sensitive anal tunnel while only sliding a fraction of an inch of my stiff length in and out of her gripping little hineyhole. That rectum-rubbing treatment always made her squeal, and I loved how Deb melted in those first moments after I stuffed her ass full of my fat dick: it was such an ego boost to notice that, no matter how many times I buttfucked her, my callipygian girlfriend was unfailingly left breathless, shaking and leaking rivulets of girlcum when she felt my big hard cock stretching her tight asshole and filling her up completely.
"Uuhh fuck, yessss! Oh my god, yes, baby! Oooowh fuck, that's it!" Deb panted, her anal muscles rippling in preorgasmic joy, her whole curvy body trembling with pleasure as she got used once again to the sensation of getting her tiniest, tightest little orifice totally jammed with my throbbing dickmeat. "That's sooo good! I needed your cock in my ass so fucking much!"
Obviously, her words were like fuel on my raging ass-obsessed libido. Leaning down so that I could kiss her neck and nibble on her ear, I murmured: "You want me to fuck your tight little asshole, Debs? You want to feel this fat dick pounding your ass and pumping you full of cum?"
"Yes! Fuck yes, pleeease! Do it, baby!" Deb wailed, shaking like a leaf and breathing raggedly, both of which were typical tell-tale signs of a huge anal climax coming her way.
Knowing how much she enjoyed this kind of dirty talk and how glad she was to totally embrace her naughty side during anal, I tormented her a little longer, waiting before starting to plow her ass. "Tell me you want this, babe. Tell me you're a slutty little anal whore addicted to buttfucking."
"Yes! Yeesss! Ooowhh fuck, yeeesss!" Deb squealed, her whole curvy body melting underneath me as the first spasms of her ass-centric climax already started hitting her, brought on, as usual, by her wanton delight in admitting how much she loved assfucking. "Yes, it's true! I'm a total buttslut and I can't get enough of your big cock stretching my asshole! Please, pleeease, baby, fuck my ass now! Uuhh fuck, I need it so bad, pleeeease!"
I couldn't help but grin with satisfaction at those words. Feeling in equal parts sweetly in love and rabidly in lust with my wonderful sweet Debs, I planted a final smooch on her neck while I said: "As my anal queen wishes..."
The next moment, I started fucking Deb's juicy ass with gusto. Since we didn't use enough lube to allow for a full on, totally crazy rump-riding gallop right away, I set a steady and relatively slow pace, sliding out half way and then thrusting back in until I was balls-deep, savoring the clingy shaft-gripping tightness of Deb's asshole and the warm, powerful squeezes of her narrow anal passage. As good as it felt to have Deb's cozy anus wrapped around my pistoning dong and to immerse myself over and over into her steamy rectum, she clearly was enjoying our impromptu anal coupling even more than me, because, within a handful of seconds, her first assgasm of the day hit her, hard.
"Uuhhh fuck yesss! Yes, yes, yeeeeess! Ooohhh my fucking god, yeeeesss!" Deb squealed between breathless moans while her pussy gushed rivulets of girlcum all over my swinging balls. Her snug rectum became even narrower around my fat dick, sucking me off more intensely as the ripples of her rapturous pleasure coursed though her velvety soft anal walls.
Knowing how much Deb liked to be fucked through her climaxes, I kept up my firm booty-drilling rhythm, making sure than her assgasm was as long and intense as possible.
However, once her whimpers of release became less loud and the contractions of her velvety chute relented their delicious shaft-tugging hold on my boner, I pulled all the way our of Deb's ass and, while the sexy popping sound caused by my glans slipping out of her gripping butthole still lingered in the air, I slammed my dong into her pussy, ramming it all the way into her drooling slit in a single powerful thrust that took her breath away and made her anal climax re-explode with a new vaginal flavor added to it.
"Oohh my god, Jeeeeeff! Uuungh yes, baby, yeeeeeees!" Deb wailed through breathless gasps, looking at me over her shoulder with a look of wild lust-transfixed joy painted on her adorable face. "Uuugh yes, yes, yeeesss! I fucking love it! Fuck all my slutty holes, yeeeesss!"
Of course she didn't need to encourage me at that point. Even as Deb's dick-hardening words tumbled from her slack O-shaped mouth, I was already slamming away at her pussy like a man possessed. Gone was the powerful but measured rhythm that I had kept up while stuffing her delicate, and currently not particularly lubed, little asshole. Given how indecently flooded with juices her vaginal passage was, I knew that I could go full troglodyte on Deb's soft, dick-encasing folds, and I did so with frenzied zeal. At least for a little while.
The truth was that, as much as I loved Deb's heavenly little pussy, so wet and tight and silky soft while it clung to my rampaging dong, my main target was still her cute pink asshole, which was winking and yawning and gaping in such an obscenely sexy way that I simply couldn't resist too long. And so, after making Deb yell with pleasure and after ensuring that I had coated my shaft from tip to root in her sweet leaking girlcum, I pulled out of her slit and, salivating with desire at the mere sight of the perfectly round, gaping open entrance of her tiny little bootyhole, I crammed my massive erection up her ass again, resuming my previous assault with renewed vigor. Much to my delight, Deb enjoyed that shift in gears even more than I did.
"Uuuhh fuck! Ooowh fuck fuck fuck, yeeees! Fuck me hard, baby, fuck my ass!"
Facilitated by the fresh coating of pussy juices that I had just procured, I plowed Deb's tight butthole faster and harder than before, making her whimper louder and causing her anal walls to ripple and squeeze more intensely around my rectum-stuffing schlong. Still, I wasn't quite going full speed yet, and I wasn't done with her pussy either. After drilling her bouncy booty for a bit, just enough to push her close to another big assgasm, I pulled out and switched holes again, sheathing myself inside Deb's dripping wet slit for another round of intense, unrestrained pussy pounding.
The furious assault I unleashed on her deliciously wet folds was too much for Deb, and in a matter of moments it triggered another gushing orgasm that left her breathless to the point of choking her intended screams of release. Feeling very pleased with myself, and growing hornier by the second, I pulled out of Deb's fluttering vaginal passage while she was still cumming, and I slotted my raging boner once again into her gaping pink asshole. This time I was lubed up enough and she was surrendered and relaxed enough that I could sodomize her without restraint, which I immediately did, much to Deb's inexpressible but physically obvious joy.
Gasping, gurgling, sexily incoherent sounds erupted from her mouth as she leaned heavily onto the hood of the car, her shirt-encased tits squashed against it, her head lolling weakly side to side as she rested it on her forearm, her legs buckling and straining to keep her standing upright. All the while, I hammered her big bubble-butt like a savage, enjoying the steamy, dick-squeezing tightness of her tiny asshole and the warm shaft-hugging pressure of her silky smooth anal walls sucking away on my raging hard schlong with indecent gusto. Every thrust into the rippling, cock-milking snugness of her steamy rectum rekindled my desire to buttfuck my girlfriend's amazing forbidden hole, feeding my frenzy rather than sating it, and causing her to cum more intensely in turn, since her anal pleasure was so closely tied to the intensity of my sodomizing tempo.
Of course, given the great results it got so far, I kept up my holes-switching routine, going from Deb's ass to her pussy and back to her ass over and over again. In truth, at that point I was changing holes just for the pleasure of it, mine and Deb's, rather than for the initial purpose of lubing up with her girlcum before ramming her butthole. The cool thing about it though was that ass-to-pussy had recently become a new favorite of Deb's, and for a deliciously slutty reason: her goal was to become a real tried and true anal queen as soon as possible, so that she could take me anally any time, with no need of lubrication at all, or at least none beside spit or pussy juices.
Obviously I was very much in favor of Deb's sexy pursuit of anal perfection, and I was more than happy to contribute to her success in that obscene quest for ultimate buttslutty mastery. At the moment, we were working on an intermediate stage of sorts, in the sense that, with increasing frequency, Deb was replacing the lube I put on my dick with her saliva (by blowing me before taking me up her ass, like she had just done in the car), and she was often encouraging me to alternate between her butthole and her dewy slit to get used to that 'natural lube' straight from her pussy, which was constantly drenched and leaking rivulets of nectar during our anal romps, and thus offered a perfect source of impromptu lubrication. Granted, we still used regular lube when we were in the mood for some serious buttbusting action (which was usually the main act during our frequent threesomes with her twin Dana, and one of our favorite scenarios when it was just the two of us as well), but Deb was making quick progress, and I had no doubt that, in the near future, I could plunder her epic booty using just her saliva and her pussy juices as lube, just like she wanted.
In the meantime though, I was enjoying the preparatory steps a lot. And, based on how much girlcum she was gushing all over my slit-bumping balls, so was Deb.
Since it was our first fuck of the day and we were both super turned on by the situation, it didn't take too long for me to join Deb in orgasm. Come to think of it, that was in fact the first time we ever had sex in a public place (even though, technically, we were on private property, since we were within her family's land surrounding the lake cabin), and it was a wide open outdoors spot to boot! That added thrill surely contributed to our pleasure, but frankly I didn't need it much: all I needed to feel like I had died and gone to heaven was the sensation of Deb's tight asshole sliding along my throbbing dong, the heat of her narrow rectum squeezing my dickmeat and, when I switched to her other heavenly hole, the wet squelching snugness of her pussy enveloping me within her silky soft folds.
Guessing (correctly) that she would prefer me to fill her asshole with my first huge load of the day, I stayed inside Deb's convulsing little anus when I felt my ejaculation rushing violently along my bucking shaft. At that point, coated in several layers of pussy juices, my dick was flying in and out of Deb's nicely stretched asshole at breakneck speed, making her magnificently plump buttcheeks jiggle at every rectum-cramming thrust, while, across the thin fleshy barrier separating her holes, rivulets of girlcum kept streaming out of her currently empty but overall well-fucked slit.
"Get ready, Debs!" I grunted into her ear over the fleshy, furious clapping beat of my thighs slamming non-stop against her bouncy bubble-butt while I kept plunging my fat throbbing cock as deep as possible into her spasming chute. "I'm gonna fill your ass, babe! Aahh fuck, here it comes! Fuuuck yeeeahh!"
The spray of hot cum that exploded into her bowels, flooding her deepest anal depths with my creamy seed, made Deb melt in orgasm on the spot. If there weren't enough reasons for me to be irreversibly in love with her, here was another one: Deb loved getting anally creampied and she always came when I blew my load inside her ass. She absolutely, unapologetically loved it. The feel of my cum painting her rectum white was, in and of itself, enough to trigger her climax, and, as it was always the case, particularly so at the end of a wild bout of rump-riding, when my rectum-stretching pole had already managed to send her into a semi-permanent state of self-repeating anal climax.
"Uuhh fuuuuck! Yeeesss, Jeff! Yyyyyessss!" Deb wailed brokenly, squirting like a pornstar while taking a monumental load of my cum deep inside her rippling, dick-milking anal tunnel. "Yeeesss cum in my aaah-aaah-aaaass!"
Draped on top of her, with my cock buried to the hilt inside her soft cock-squeezing rectum, with my balls pressed into her gushing pussy while her overdilated asshole was tautly wrapped around the thick base of my rod, I panted and gasped and savagely kissed Deb all over her neck and cheeks and face before our mouths finally met, and we fused in a deep, passionate soulkiss.
We remained locked like that all through our entwined orgasms, breaking our lip-lock only after my gigantic ejaculation ended, and then only so we could take in some much needed oxygen. As we panted and cuddled and smiled, savoring the afterglow while my chubby dick remained immersed in the cum-sloppy warmth of her tight and still rippling rectum, I couldn't help but chuckle.
"Debs... How far did you say we are from the cabin?"
"Mmmhh... Half a mile, more or less. Probably a little more..." Deb said groggily, an adorable flush of pleasure coloring her face. "Why?"
PUBLIC BETA
Note: You can change font size, font face, and turn on dark mode by clicking the "A" icon tab in the Story Info Box.
You can temporarily switch back to a Classic Literotica experience during our ongoing public Beta testing. Please consider leaving feedback on issues you experience or suggest improvements.
"Oh, nothing..." I replied with a grin, straightening up and starting to pull out of her deliciously snug and now seed-flooded butthole, which sucked indecently on my shaft as I slowly retreated. "I was just wondering if your Mom could hear us. You were pretty loud, Debs!"
Laughing and already reaching for the buttplug so that she could fill her gaping bootyhole and trap my load in there once I slipped out, Deb flashed me an impish smile as she said: "Oh, don't worry! Even if she heard us, she'd be cool with it."
"Really?" I chuckled, arching my eyebrows. "She'd be cool with her little girl getting fucked in the ass?! And right here, of all places, in the woods outside her cabin?"
Instead of answering me, Deb just giggled and then mewled lasciviously as my bloated glans popped out of her well-fucked, cum-oozing bootyhole. With practiced ease, she plugged herself up with the plastic toy without losing more than a couple of drops of my freshly pumped creampie. I only had time to catch a glimpse of the jeweled base slotting itself into place in the pink little hole where my cock had just been, then Deb turned around, dropped to her knees and grabbed my semi-hard pole at the base, clearly intent on slurping up the cum that coated my shaft and to suck out the very last dollops from my sperm-oozing tip.
As she opened her mouth and extended her tongue, catching a thick milky glob dripping from my cockhead, Deb looked up at me with an enigmatic but very mischievous expression on her adorable face, and nonchalantly said: "Actually, if my Mom heard us, she'd probably be jealous! She's kind of a buttslut too, you know."
Actually, no I didn't know, at all! But that hardly seemed the moment to investigate further. The mountain air was nice and fresh, the sun was shining and my girlfriend was on her knees before me, her mouth open, her tongue flicking at my fat glans, her lips curled up in a smile, her eyes twinkling playfully. And then, she was sucking me, slurping happily on my dick, which had just been buried deep in her asshole, and she was moaning sexily as she coaxed a final gooey drop of cum from me, and then another and another.
Yeah, I thought, resting my hands on Deb's head, caressing her hair and savoring the liquid heat of her oral cavity engulfing my chubby shaft as she blew me with calm, methodical devotion, managing to extract more and more seed out of my balls, yes, there would be time to ask questions later.
It was a good thing that Deb's asshole had drained me of cum before we got to the cabin, otherwise it might have been very awkward to meet her mother. Well, even more awkward than it turned out to be.
When we got there, Amanda was chilling by the lake, sprawled languidly on a lounger, sunbathing on the little wooden pier right outside the house.
If she had been in a bikini, she would have been hot enough to give me a half-chub, at least. If she had been topless, I would have had a very solid boner. But she was fully naked, except for the sunglasses that shielded her eyes from the harsh glare, and her curvy MILFy body was coated in a shiny sheen of some kind of lotion too! She must have gone for a swim in the lake, I guess, because, even from a distance, I could see that she was beaded all over with droplets of water that rolled and ran across her flawless, slightly tanned skin, chasing each other down the pillowy slopes of her naked mommy-melons, glinting on her thighs, converging on the groove of her exposed, smoothly shaved pussy.
As much as I tried to keep my cool, it was tough not to let my jaw drop at that sight, and there was no stopping my eyes from bugging out and staring avidly at that vision of mature feminine beauty. Luckily, my dick was more or less sated for the time being, but I still got semi-hard when we got out of the car and we saw Amanda, looking like a matronly goddess resting in the bright sun by the crystal clear waters.
It was a good thing that Deb was unfazed by her mom's nakedness and was in fact amused by my evident lust-laced surprise in seeing her like that. As we walked toward the pier, Deb exhaled as she offhandedly remarked: "Oh yeah... I forgot to tell you: Mom really lets her hair down when she's up here. Skinny dipping and catching the sun buck ass naked are kind of her favorite things to do to relax. You don't mind, right, baby?"
Of course, even as she said that, Deb was already giggling and poking me playfully in the ribs. The growing bulge in my pants and my ogling stares were more than indicative of how much I didn't mind having an epic MILF like Amanda scampering around naked. Still, I cleared my throat and tried not to be too obvious about my delight when I replied.
"Yeah, no, sure... I mean, it's her cabin after all. She shouldn't feel, uhm, limited by my presence... Of course she should be naked, why not!"
Deb's chuckles got louder at that, loud enough to make Amanda stir on her lounger. I guess she must have dozed off, because she seemed startled when she saw us approach. Taking off her sunglasses, she blinked in surprise as Deb and I stepped onto the wooden pier and greeted her.
"Hey, Mom!" Deb exclaimed while her mother gasped and reached for the beach towel to her side. As Amanda attempted to cover herself with the towel while she stood up from the lounger, Deb chuckled and added: "It's kinda late for that, Mom. Jeff has seen everything there is to see! And I don't think he minds... Right, baby?"
Hoping against hope that my embarrassment (and my bulge) would not show too much, yet feeling like my face was burning (and not at all from the sun), I tried to say something smart, or nonchalant or anything at all, but I could only offer a sheepish smile and a shrug, to which Deb answered with another peal of giggles.
Meanwhile, Amanda had wrapped the towel around her waist, covering her pussy, and was pulling it up to hide her massive mommy-tits too. Recovering her usual composure and her soothing, calm tone of voice, Amanda had her signature private smile on her lips as she said: "Debra, honey! Why didn't you text me? I would have put on some clothes if I had known you were already here! I was not prepared for..."
"Oh come on, Mom! Seriously?" Deb replied, scoffing and laughing and then launching herself forward to hug her mother, locking her in an affectionate embrace which Amanda immediately reciprocated as they both tittered and purred with joy. Of course, as mother and daughter hugged before my bugged-out eyes, the towel fell to the floor again, leaving Amanda beautifully naked once more, causing my pants-clad boner to flex and swell with desire and making my growing bulge even bigger and completely obvious.
As Deb hugged her mom like they had been apart for ages (even though Amanda had left for the lake just a couple of days earlier), I stood there and blinked, trying to get my bearings while not-so-subtly feasting my eyes on Amanda's huge mommy-boobs pressing firmly against my girlfriend's own rack, which was tightly wrapped inside her form-fitting T-shirt. That was an unexpected but insanely hot image, and it started a whole new dirty train of thought in my head, unsurprisingly. All of a sudden though, Amanda's voice called me back to the present moment, and forced my jug-ogling gaze to shift up toward her smiling face.
"I'm sorry, Jeff, I didn't mean for you to catch me like this! I always get a little wild when I'm up here, and I hate to get tan lines..." Deb's mom said gently, managing to maintain her characteristic smooth tone even though she did still seem a bit nervous about the situation.
Nonetheless, in her words and past her slightly tense smile, I could feel her quiet strength, that odd brand of placid yet unrelenting determination that had been the secret of her success in life, and I had no doubt that, regardless of my embarrassment, she would have kept doing what she wanted to do anyway, which was perfectly fine with me. Indeed, as if she had read my thoughts, Deb's mom had a vaguely teasing smirk on her lips as she concluded: "I hope it's okay with you if I stay naked, Jeff, or at least topless... But I can always put my bikini on, if you prefer?"
"No! Nonono, it's okay Amanda, of course! I mean: your place, your rules, totally!" I hurried to answer. I guess I did show a little too much eagerness in telling Deb's mother that she could keep showing me her matronly boobs, her huge round bubble-butt and her clean-shaven mommy-pussy, because both ladies giggled girlishly in response to my words. Actually, Deb was straight out laughing, and I couldn't blame her.
"See, Mom?" my giggly girlfriend said as soon as she was done chuckling at me. "He likes what he sees! But," she added in a playful tone, turning toward her mother right after gazing at my bulging crotch and smirking knowingly, "if you really feel so self-conscious about being naked, I'll join you!"
Before she was even done talking, Deb was already taking off her tit-hugging T-shirt, kicking off her shoes and pulling down her jeans. In the blink of an eye, she was wearing nothing but her panties, which she then proceeded to remove too, and she was smiling from ear to ear as stood straight and puffed her buxom chest and jutted out her magnificently huge melons, making them jiggle mouthwateringly. As I stared, ever more slack-jawed, Deb spread her arms and struck a little pose beside her mom, thus allowing me to see both their massive racks and voluptuous naked bodies side by side: it was an awesome image, made even more memorable because it had come up so unexpectedly.
"Ta-da! There, now we're both naked, so there's no reason to feel self-conscious!" Deb exclaimed, smiling triumphantly at her mother who just rolled her eyes while chuckling benevolently at her silly daughter. "Come on, Jeff!" Deb concluded, winking at me. "Get out of those clothes and come swim with me! Wheeeeee!"
Yelling out her exhilaration, Deb immediately jumped off the wooden pier and dove cannonball style into the crystal clear water of the lake with a loud splash. As Deb emerged and smiled, floating there and enjoying the cool water and the warm sun, laughing with girlish joy all the while, I blinked and turned to Amanda, who was shaking her head and smiling while looking at my girlfriend with maternal affection and understanding.
"Well, I don't know if she mentioned it, but Debra tends to get wild too when she's here!" Amanda said a chuckle. "This place brings out her inner child, I imagine. Or something along those lines..."
"Yeah, no kidding!" I mumbled, scratching my head and yet feeling like this little trip might turn out to be more interesting than I imagined.
"So, how was the drive? You must be hungry... I swung by my father-in-law's place the other day and he gave me tons of venison. He hunts elk in this woods, you know. We have elk steak, elk burgers, and some kind of sausage too. I think it's boar, or deer, maybe, but not elk, weirdly enough... Oh well, whatever it is, it's delicious!" Amanda concluded, shrugging, which made her epic mommy-tits wobble heavily before my saucer-like eyes. "Anyway, I already defrosted some steaks, and the grill is ready to go, so..."
"Yay! Elk barbeque! Whoo-hoo!" Deb hollered from the water, raising her fists in the air and thus sinking down as she cheered, only to reemerge spluttering and laughing and making all kind of happy splashing noises.
"Sounds great, yeah... Yes, absolutely, I'm in the mood to cook up some meat," I replied, smiling at Deb's mom and managing to look her in the eyes, which were a greener shade of hazel compared to Deb and Dana's, while her hair was a darker brown and was currently arranged in a long braid. As I wondered, not for the first time, if that dark chocolate hue was Amanda's natural hair color, I nodded in agreement to her suggestion of grilling up some elk, reiterating: "Yeah, that's really a great idea. And very thoughtful too. Thanks, Amanda."
At that, Deb's mom sighed and pursed her lips while giving me a mock-stern yet maternally benevolent look. She rested her perfectly manicured hand on my shoulder and, somehow, even though we had always been friendly and she had always been nice to me, in that specific situation I felt a thrill at her touch.
"Jeff," Deb mom's said, her voice warm and tender, even though there was more than a hint of playful reproach in it, "don't you think it's time you started calling me Mandy already? Now you've even seen me naked!" she chuckled, raising her eyebrows for emphasis, making me smile in turn. "Amanda was how my mother called me. Please, just call me Mandy, okay?"
Before I could agree to it, Deb yelled out from the water: "He can't, Mom! He's embarrassed! It's because Mandy Muse is his favorite pornstar! That's why he calls you Amanda instead! Tell her, Jeff!"
"Jeez, Debs..." I sighed as I tried to glare at my naked girlfriend, failing of course, because she was just too adorable and goofy and hot, and her smile was enchanting and she was blowing me kisses as she swam naked beside the pier, giggling and hooting all the while.
"Aw, Jeff..." Amanda said, squeezing my shoulder and tittering softly at my speechlessness. "Don't feel awkward, I don't mind being associated with Mandy Muse at all. She's a gorgeous girl, and I'd take it as a compliment to be likened to her."
Shaking my head in total shock, I turned toward Deb's mom, attempting to voice my many questions. Unfortunately, I could only say: "Whaaa? Seriously?!"
"Oh yes," Amanda said, nodding and shrugging, once again sending her huge rack jiggling all over the place. "Since Debra recommended her to me, I've become quite a fan of Mandy Muse's work. Alright then," she concluded, patting my shoulder as she picked up her glasses, put them on and smiled tenderly at me, "I'll go inside and whip up some marinade for the steaks! The grill is right around the corner of the cabin, that way. I already got everything ready, so fire it up at will, Jeff."
As Amanda walked away humming a little tune to herself and Deb's splashing and cheering and calling for me to join her in the water went on, I just stood there alone on the pier, mindblown to my core. Deb's mom watched porn! And on Deb's suggestion, apparently! I already knew that they were very close and talked about everything and anything, sure, but this?! What in the actual fuck was going on?
"Come on, baby, jump in!" Deb yelled once again, finally snapping me out of my daze. "The water is great! What are you doing just standing there? Hellooooo?!"
Taking a deep steadying breath, I finally blinked, shrugged, and gave up trying to make sense of things. For the time being, I figured, I might as well just go with the flow and do as I was told.
So I stripped down to my boxers, which were still visibly tented by my persisting boner, whose sight made Deb get even goofier and louder in her hooting, and then, hoping that the cold water would do me some good and help me start to figure out that whole massively weird situation, I jumped off the pier and into the crisp, clean water of the lake.
After I was treated to that very intense first impression of the cabin, things took an easier turn.
The dip in the water helped, as did the smooches that Deb peppered all over my face. Goofy and playful and giggly, her mood was great and she looked truly thrilled to be there. She really hadn't exaggerated when she had told me that the cabin was one of her favorite places in the world.
The grilled elk steaks were great too. As we ate Deb and her mom talked about Deb's grandpa, her uncles and the rest of the family on her father's side. Apparently, most of them still lived in various small towns around those mountains, and they regularly went hunting in the woods, which Deb's dad used to do too, bringing along Deb and Dana as well sometimes. It was odd hearing Deb and her mom reminisce about relatives I had no idea about, and remembering past trips and vacations at the cabin, and all the adventures and the fun times that Deb and Dana had as kids wandering in the woods near the lake.
As they talked and talked, I mostly just ate and soaked in the spectacular landscape all around. In truth, I was used to listening quietly as Deb and her mom chatted on and on: that was standard procedure for them, they were just so tight and they tended to feed off each other's talkative side when they were together, but usually their conversations were centered around work and the gallery and that kind of stuff. Still, it was nice to hear Amanda laugh as she brought up stories from Deb's childhood, and Deb herself was positively buzzing with simple genuine happiness all the while.
During lunch the ladies were wearing clothes, so I did manage not to have an aching boner, for the time being, which I considered a plus. I had a permanent half-chub, due to the buzz of arousal that still lingered inside me, thanks to the images of naked Deb and even more naked Amanda still flashing in my head, but that was manageable.
Of course, the dress code went totally out the window later in the afternoon, when Deb and her mom decide to lay out on the pier again to catch some rays, which they naturally chose to do fully naked to avoid tan lines.
As for me, I didn't join them. The two of them might be on vacation, since the gallery was temporarily closed, but I was still on the clock: I had a couple of commissions to finish up whose deadlines were nearing, so I did need to get some writing done if I wanted to keep up with my work.
And so, while Deb and her mom rested in the sun, naked and beautiful and uncannily similar (so much so that they looked like a past and present iteration of the same big-titted and round-assed beauty), I stayed inside the cabin and sat at a big wooden desk by a window that overlooked the lake. Of course that meant that I had a direct line of sight on the little pier where the ladies lay chatting and giggling away, gorgeously naked. I had to summon all my focus in order not to stare out the window, but, after inserting my earbuds and starting my usual dorky background library sounds, I managed to immerse myself in the story I was writing and got to work.
After an hour and a half or so, during which I got a surprising amount of stuff done, I finally started losing focus, big time. Obviously, I hadn't kept my eyes fixed on the laptop screen all the time, but a few passing glimpses at the two gorgeous naked ladies outside had been all I had allowed myself up until that point. But now, right while my inner drive lost most of its power, Deb and her mom started putting on a real show, something I simply couldn't ignore.
Sitting up in their recliners and chatting away between smiles and giggles, mother and daughter were reapplying lotion to their curvaceous naked bodies, and, to my salivating joy, right when I glanced up they were actually oiling up their massive tits!
The sight of my beautiful Deb cupping her own huge jugs and massaging them gently as she coated them in a sheen of slick, shiny lotion would have been more than enough to give me a raging boner, but, on top of that epic sight, her mom was doing the same thing too, at the same time! In fact, the way Amanda held her giant mommy-melons and carefully greased them up was even sexier somehow, because she was very slow and languid and took great care to really get all her abundant boob-flesh lathered in oil, leaving no spot untended. From her puffed-out pink nipples to the depths of her bountiful cleavage and back up the heavy, round jutting slopes of her monumental milkers, Deb's mom made me sigh and groan and caused my stiff dong to flex with aching desire as she meticulously lubed up her rack. It was such a hot spectacle that I was almost drooling, literally!
At that point, my train of thought had been irreparably derailed and there was no way I could get back inside my head, so I just saved my work, shut down my laptop and pulled the earbuds out. And that's when I was treated to the true super hot surprise hidden in the deceptively innocent yet super steamy mother/daughter boob-pawing scene I was witnessing. As soon as I could hear what Deb and her mom were saying, my boner flexed with arousal and my eyes widened even more.
PUBLIC BETA
Note: You can change font size, font face, and turn on dark mode by clicking the "A" icon tab in the Story Info Box.
You can temporarily switch back to a Classic Literotica experience during our ongoing public Beta testing. Please consider leaving feedback on issues you experience or suggest improvements.
"You know, Debra, you're really lucky to have Jeff in your life. A good, smart man who loves you, and likes anal too. That's a keeper, sweetie!" Amanda said, making me smile from ear to ear.
"I know, he's really great!" Deb replied, sensuously massaging the oily fluid into her big tits all the while. "But I still can't believe you're having such a hard time finding some guy who wants to fuck you in the ass..."
"Oh, honey... Let's not even get into it," Amanda replied, exhaling and rolling her eyes in obvious frustration. Shaking her head as she squeezed more lotion onto he monumental mommy-rack and proceeded to lather up her jugs once again, she distractedly went on: "Maybe I should date younger guys, maybe it's a generational thing... It seems like all the men my age are either uninterested in anal sex or disgusted by it. Or maybe it's just bad luck."
"Just try a dating app, Mom! I'm one hundred percent sure that you'd find a bunch of young dudes who are totally into buttfucking MILFs!" Deb said, giggling naughtily but not joking at all, based on her tone.
"Dating apps are not for me, sweetie... I want anal, yes, but not so badly that I'd start having one night stands at my age, least of all with total strangers met on the internet. No, thank you," Amanda said, chucking but looking down, her shoulders slumping. She was sighing a little as she concluded: "Maybe I'm just too old. I should probably give up on finding a nice guy with a nice cock, and just stick to my buttplugs and dildos instead. They've served me well for all these years after all..."
"Yeah, right..." Deb skeptically rebutted. "Come on, Mom, let's be serious here: a dildo is fine, sure, but there's no comparison with a big fat dick plowing your ass."
"I know, dear, but I don't want to 'hook up' with 'random dudes'," Amanda said, making air quotes and shaking her head in disapproval, making her huge oily tits wobble heavily in the process, "and I don't care for dick pics and sexting either. Unfortunately, that's the way it is these days, so I guess I'm just out of the game and I'll have to accept it. It's too bad I don't feel old, but maybe I'm just fooling myself."
"Jeez, Mom, stop it! You're not old, and you're super hot!" Deb cut in vehemently. She even let go of her own massive boobs and grabbed onto her mom's shoulders, forcing Amanda to look her in the eye. "I don't wanna hear this nonsense anymore, okay? You deserve to be happy and to have sex if you want to, even anal! Especially anal! And with a real dick, not a silly dildo!"
Both women laughed at that, and I chuckled too from inside the cabin.
"That's nice of you to say that, honey, but there's no way I'm subscribing to a dating app just to sate my anal needs. And it's not just the sex part, actually, it's way more complex than that..." Amanda sighed again, and then smiled and caressed her daughter's cheek while saying: "Anal is a very deep and intimate act, sweetie, as you now know. I need the right man for this kind of thing, someone I can trust, someone who can be discreet... Someone who actually likes anal as much as I do and won't judge me or shame me... Someone who truly wants to fuck my butt, and knows how to do it."
And then, Deb said: "How about Jeff?"
"What about him?" Amanda asked, raising her eyebrows.
"How about you borrow Jeff from me and get him to buttfuck you? I'm sure he'd be okay with it if I ask him, and I would be happy to lend him to you! I really want you to be happy, Mom," Deb reiterated, getting all serious for a moment before concluding in a much gigglier tone, "and trust me, when it comes to anal, Jeff definitely knows how to make a woman happy!"
An uncharacteristic moment of silence followed, pausing the so-far almost uninterrupted back-and-forth chatter between mother and daughter. Sitting at the desk by the open window, I waited, holding my breath, feeling like my boner was about to poke a hole through my pants. Outside, Deb and her mom had resumed languidly caressing their respective racks, coating them in more lotion, and Deb was looking straight at Amanda while Amanda furrowed her brow and looked out toward the lake, pensively.
"I don't know, sweetie... What if he says no?"
"What!? That's crazy, Mom, of course he'll say yes!" Deb exclaimed, saying the exact thing I was thinking in answer to Amanda's unnecessary and completely unfounded doubts. Why would I say no?! That was crazy, indeed. "Besides," Deb added with a chuckle, "he's already fucking Dana's ass too, so why would he refuse to do the same for you? Be logical, Mom!"
"I know, honey, but your sister is young and pretty and..."
"Mom, enough of that! You are super hot, and you're exactly Jeff's type, way more than Dana!" Deb said, once again expressing my exact thoughts on the matter. "I promise you, he's gonna be thrilled to do it. The only problem might be that he's gonna worry about hurting my feelings or something along those lines, and that's totally sweet but it's not a problem at all... He's very loyal that way, and that's a good thing, normally!" Deb concluded with a tender laugh, making me smile too.
Then, going back to the main issue, my amazing girlfriend pressed on: "Come on, Mom, you can't tell me you didn't see him gawking at you earlier, remember? He got a crazy boner too, and I know you saw that! You are totally his type, I promise you. Just look at yourself: you're all curves and you have a big juicy ass and massive tits, just like me!" Deb said, shaking her fabulous jugs for emphasis, making me drool and eliciting an amused giggle from her mother. "I already told you what he said to me the first time he saw you, remember? He said that he's glad you're so hot, because it means that I'll be hot like you too when I'm your age! That was really sweet, I loved that he said that..." Deb said, smiling and getting into a dreamy tangent. "You know, the fact that he kinda implied that he wants to be with me until I'm your age, that was so... He's so nice, Mom, he really cares about me! Aw, I love him so much!"
Stroking Deb's hair, Amanda nodded. "Yes, sweetie, I know. Like I said, you're lucky to have him."
"Yeah, but you can have him too, Mom, at least temporarily! That's what I'm trying to say here: he's the solution to your problem!" Deb stated, going back to her main point. "Jeff is perfect for this: he's a total ass-man, he likes you and he's discreet and he's reliable and he'll do it, if I ask him and I tell him that it's okay, and it is okay, really, I mean, it's my idea after all! Besides," Deb concluded, elbowing her mom and winking knowingly at her, "you saw the videos I sent you... He's got a big fat cock and he knows how to use it! Oh my god, Mom, he feels sooo good when he's deep in my ass, plowing me hard... Mmhh, just thinking about it makes me horny!"
"Debra, stop!" Amanda said as they both giggled like naughty schoolgirls. "All this talk of buttsex and Jeff's big dick is making me horny too!"
"Good, so maybe you'll listen to me and just do it!" Deb exclaimed with a chuckle, only to then soften her tone and add: "Come on, Mom... You know this is the answer. I'm okay with it, and Jeff is gonna be okay with it, and you can just relax and finally have some fun while he pounds your big MILFy ass! You know you can trust him, Mom, he's rock solid. And," Deb concluded with a wink, "he's always rock-hard too when it comes to buttfucking!"
A peal of giggles from the ladies followed Deb's cheesy but technically correct joke, and then, in the relaxed silence that ensued, Amanda exhaled and slowly nodded. "You're right, honey. This does seem to be the best option, all things considered... Just let me think about it a little more, okay? It's a lot to take in."
"Oh yeah, it is a lot to take in, especially in the ass!" Deb quipped, giggling away while her mom scoffed and rolled her eyes and then laughed along too. "He's sooo big, Mom! So fat and thick and hard, it's amazing how Jeff's dick fills me up... I love it, I just love it! And you'll love it too, he's such a great buttfucker! I'm sure you'll end up thanking me, you'll see!"
"Easy now, honey, easy. I haven't said yes," Amanda said as she relaxed back on the recliner, indicating that the discussion of this particular topic was over. "Not yet, at least..."
Hearing that, Deb reclined back too with a knowing grin on her smiling lips and a twinkle in her eyes. She cast a quick glance at her mom, who glanced back in turn, and for a moment they didn't say anything, letting a sort of silent understanding pass between them. And then, chuckling conspiratorially, they once again faced ahead toward the shimmering lake and the bright blue sky, offering their huge, freshly oiled tits to the intense kiss of the blazing afternoon sun.
Meanwhile, inside the cabin, I was still picking up the pieces of my totally blown mind.
Beside the insane hotness of the main issue debated by the ladies, namely the very real and imminent possibility that Deb might ask me to fuck her mom in the ass, I was struggling to deal with all the peripheral stuff that mother and daughter seemed so nonchalant about.
Did Deb say that she had showed her mom our buttsex videos? Had Amanda in fact seen my dick sliding in and out of her daughter's delicious little asshole? Apparently, yes! Also, as it turned out, Amanda knew all about the incestuous tryst that Deb and I had going on with Dana! And, as it also turned out, she was cool with it! And of course all these brain-frying revelations went along the underlying theme of Deb and her mom discussing anal sex and buttfucking and taking dicks in the ass like it was no big deal!
"Jesus!" I heard myself mumble, my voice dry with arousal, my ears thrumming with the crazy beat of my heart. That was epic level stuff!
Needless to say, my boner had reached diamond hardness at that point, thanks to that steamy mother/daughter interaction and to the possibility that, soon enough, I might get to pound Amanda's magnificently plump mommy-booty. It was almost too much to handle, honestly.
Knowing that it would be a dumb move to step outside right at that moment, thus making it all too obvious for the ladies to guess that I had heard them talking, I just sat there at the desk and tried to calm down. Of course, the other reason why I couldn't just stand up and go outside was the massive erection I was sporting! For a moment, I considered waiting it out and letting my erection go away, trying to make it until the evening, when Deb and I would finally be alone in our bedroom and I could vent out all my built-up lust on her beautiful bubble-butt.
But that was a bad plan, obviously. Not even at my most disciplined would I have the sheer will power to white-knuckle it for so many more hours. Besides, there was no way my dick was going to go soft any time soon, and if I waited much longer to get relief I'd end up with the worst case of blue balls ever.
And so, to the cum-coaxing sight of Deb and her mom's naked, oiled up curvy bodies sunbathing on the pier, I pulled my raging boner out and started jerking off, already imagining what might happen in the next few hours and days of that ever more surprising trip to the lake cabin.
That night I went full troglodyte on Deb's big juicy ass. And frankly, after the day I had, replete as it had been with dick-hardening stimuli and libido-fueling prospects, there was no way I could have unloaded my pent-up lust in any other way than by sodomizing my sweet Debs like a rut-crazed savage.
After joining Deb and her mom by the lake in the late afternoon and spending a couple of hours resting outside and swimming in the lake and lying in the sun, that evening we had a nice dinner with the leftover meat from the barbeque, with a side of sauteed mushrooms, which, Amanda told us, also came from the woods around the cabin. They were delicious, needless to say.
Baked as they were after spending the afternoon sunbathing, made drowsy by the glasses of wine they had with dinner, my curvy ladies were goofier and gigglier than they had been at lunch, which was fun for me to watch. However, they were also tired enough to decide to turn in early. That suited me perfectly, because I just couldn't wait to plunge my dick balls-deep inside Deb's tight pink bootyhole, like I had dreamed of doing all day.
Of course, with Deb being Deb, she too was insanely horny and eager for a nice, deep goodnight buttfuck. In fact, while we were outside after dinner, enjoying the pine-scented breeze from the woods all around us and taking in the awesome sight of the stars and the moon shining bright in the genuine darkness of the night sky seen from up there in the mountains, it was Deb herself who, snuggling against my side and hugging me tight, whispered into my ear that we should go to bed so I could bend her over and cram my large cock up her naughty little asshole. Immediately, we rushed back inside, Deb giggling and holding my hand while I panted and grinned in anticipation.
As we said goodnight to her mom, who was sitting on the cozy couch in the large main room of the cabin, reading a book, I made it a point to finally call her Mandy rather than Amanda, which she noticeably liked, since she smiled and nodded and even winked at me as she bid me and Deb goodnight in turn. Although that brief interaction caused steamy images of Amanda's magnificent mommy-rump and giant mommy-tits to flash before my mind's eye, I was soon too busy with more tangible delights.
As soon as we got into our bedroom, Deb stripped naked like her clothes were on fire and then proceeded to tear my clothes off before I could to it. Clearly, my long-restrained lust was about to be sated, and then some, I thought with a grin while taking in the voluptuous beauty of my sweet Debs as she smiled and moaned in anticipation and then eagerly got down on her knees before me to undo my pants.
Hard as a rock and throbbing with a day-long need to fuck a tight hot hole, my boner sprung out of its cloth prison as soon as Deb yanked down my pants and boxers, and it slapped her right in the face with a hefty, meaty thwack. Letting out a bright giggle and a sigh of desire at the same time, my amazing girlfriend immediately gobbled my dickmeat into her mouth and began bobbing her head on it like a woman possessed, giving me a gagging, spluttering, deep-throating blowjob that made me grunt with joy and exhale in relief.
Grabbing a fistful of her long hair, I began contributing to Deb's facefucking efforts by pumping my dong back and forth into her cozy saliva-slippery gullet, much to our entwined delight. Plowing her mouth like it was her pussy and making her moan and gag ever louder around my fat rod, I looked down into Deb's eyes and saw them glazed over with lust and sparkling with horniness, which only turned me on more. Already riled up as I was, I couldn't last long, and I didn't care. I knew I was barely getting started, and I was actually glad to dump my first liberating load of the night right away, so that I could then focus with a clearer mind on my real target: Deb's big, round, beautiful ass.
Pulling out of her shaft-caressing oral cavity, I slammed my bucking pole between Deb's huge tits, which she immediately cupped and presented to me, wrapping their pillowy fullness around my dong, squeezing me within the fleshy, warm hug of her luscious cleavage. Lubed with her saliva as my dick was, I fucked Deb's epic jugs wildly and fluidly, which made her giggle and grin impishly at me at first, until I grunted: "I'm gonna cum, Debs! Aahh fuck! Here it comes!"
As soon as she heard that, Deb promptly opened her mouth wide and stuck out her tongue, waiting for her creamy prize, inviting me to feed her my surging seed. I manage to fuck her soft, beautifully large melons for a few more seconds, then, on my final thrust, I jammed my glans and a couple of inches of my throbbing hard length right into Deb's eager mouth and let my ejaculation explode past the shaft-wrapping seal of her delicious lips.
Mewling and purring while I growled in delight and gently cradled the sides of her cute face in my hands while stretching out her lips with my flexing dick and pumping cum down her throat, Deb guzzled down my huge load with consummate skill, chugging mouthful after milky mouthful of sperm like she was starved for it. It was a massive ejaculation, and it splashed into her gullet in an unbroken sequence of fast, powerful jets, but she still did a great job of swallowing it all, only letting a few pearly dribbles escape form the corners of her dick-stuffed mouth. What and amazing cocksucker, I thought, smiling down at Deb with deep pleasure and true affection.
When I finally pulled out of the liquid, cum-flooded warmth of her well-hosed oral cavity, I still had some sperm to dump, so I slotted my achingly stiff dickmeat between Deb's fantastic boobs again and fucked them a little more, coating the gorgeous slopes of those big cushiony melons with my final gooey spurts and dollops. All the while, Deb was cooing and panting and fingering herself to what looked and sounded like a quick little climax. Witnessing her pleasure, and realizing that it hadn't been much of an orgasm after all, only egged me on to give my beloved Debs a much better one right away.
Licking her lips and massaging my creamy cum into her big tits, Deb squealed and tittered when I quickly pulled her up to her feet and pushed her back onto the bed behind her, onto which she let herself fall with a girlish giggle. Even as I stepped closer, Deb smiled at me and bit her lips in anticipation, parting her legs and pulling them back until her knees were almost pressed to her shoulders, obscenely offering herself to me. Hungrily, almost drooling, I drank in the sight of her dripping wet slit and pink winking asshole as I stood at the foot of the bed, stroking my fat, still rock-hard boner. Obviously, it was her adorable little bootyhole that captured my attention, and I was staring fixedly at it as Deb quickly reached for the bottle of lube she had already placed on the nightstand. There was no doubt as to which hole I was going to pick, of course, nor about which hole Deb wanted me to pick.
Wild-eyed and panting, we cast fiery passion-filled glances at each other as the anticipation grew and fueled our shared ass-focused horniness. While Deb squirted lube on her hand and brought it to my shaft, massaging the slippery liquid all over my throbbing length to lather it nicely from tip to root, I edged closer still, lining up my veiny shaft with her small backdoor. Breathing heavily, I poked my big bloated glans against the tight little pucker of Deb's butthole, manifesting my sinful impatience to sodomize her and causing her to coo and titter with naughty, excited delight. Once she thought I was greased up enough, Deb removed her shaft-stroking hand from my fat boner and, after getting more lube, she giggled and pushed my cockhead out of the way from her asshole for the time being, so that she could slip one then a second finger into her needy anus. Purring while I grunted with delight at the sight, she began slowly masturbating her ass, pushing her slippery fingers deep into her snug chute and coating her anal walls with abundant lube, preparing adequately for the incoming butt pounding.
As she moaned and gasped and bit her tumid, gorgeous dick-sucking lips, sliding more lube and also a third finger into her asshole all the while, I stared in awe at Deb's gorgeous, lust-flushed face. She was so fucking hot: her curvy body, her huge tits jiggling in time with her rapid breathing, her silky smooth, shapely legs pushed back to give me free access to her delicious holes. Most of all though, I drank in the dick-hardening spectacle of her holes: her juicy little pussy drooling rivulets of nectar that made their trickling way down her smooth taint and to her finger-stretched asshole, inside which Deb's slender digits slid easily in and out, getting her dilated pink butt-ring nice and ready for me to fuck.
PUBLIC BETA
Note: You can change font size, font face, and turn on dark mode by clicking the "A" icon tab in the Story Info Box.
You can temporarily switch back to a Classic Literotica experience during our ongoing public Beta testing. Please consider leaving feedback on issues you experience or suggest improvements.
As much as I wanted to just ram myself up her ass and slam away, I willed myself to wait and let Deb complete her steamy butt-prepping routine, knowing full well that I'd get my reward soon enough. Still, while I waited, I decided to give her pussy some loving too. Without wasting another moment, I guided my pulsating cockhead up from the vicinity of her butthole and straight into her sopping wet folds instead. I immediately pushed all the way in, sinking my rock-hard boner balls-deep into Deb's wet, warm vaginal softness, stuffing her slit to the brim in a single powerful stroke that made Deb gasp and forced her eyes to bug out at first and then immediately to flutter closed, such was her pleasure in suddenly feeling her sweet pussy getting filled full of cockmeat while she had three fingers jammed inside her ass.
"Ooohh fuuuck, baby! Uunghhh yeesss!" Deb squealed, pumping her digits faster in and out of her slippery bootyhole while I remained still for a moment inside her juicy pussy, savoring its wet cock-engulfing snugness.
As my thick pole throbbed against the nectar-slick, silky smooth walls of her cozy slit, I could feel Deb's digits sliding in and out of her anus, rubbing against the underside of my dong and caressing it through the thin sensitive barrier of flesh that separated her heavenly holes. That sensation, the touch of her fingers through that flimsy inner wall, set me off instantly. In the blink of an eye, I was hammering away at Deb's drooling pussy like a total maniac, making her whimper deliriously as she too redoubled her ass-fingering tempo to match my furious cunt-stuffing thrusts. Within a minute of savage powerfucking, Deb's pussy was audibly squelching with wetness and she was whimpering and gasping for air, her eyes rolling back as she yelled out in orgasm.
"Ohhhh my god, Jeff! Yeeesss, yyeeesss, yyyeeeeeesss! Oohhh fuck baby, fuuuuuuck!"
Her girlcum gushed all over my pussy-plowing dick, squirted on my balls and dripped in clear runny rivulets down her perineum and onto the finger-gripping ring of her dilated asshole, which Deb was holding nice and stretched by keeping three digits jammed knuckled-deep in there. All through her climax, I kept drilling her slit non-stop, relentlessly cramming that soft, shaft-hugging hole full of my huge flexing cockmeat, until, still dizzy with orgasmic bliss, Deb herself focused her pleasure-glazed eyes on me and blurted out the magic words in between breathless moans.
"In my ass, baby! Uuhhh... I want you in my ass! Ooowwh my god... Fuck my ass now, Jeff, I need it so bad! Uungghh fuuuck! I need you in my ass, babyyyy!"
At that point, I was so insanely horny that I couldn't even form my thoughts into words, otherwise I would have quipped that, no matter how much Deb was craving a good buttfuck, I needed to fuck her ass much, much more than she did! Still, I think my intentions were made clear by the eagerness and speed with which I withdrew my dong from her girlcum-sloppy, dick-sucking pussy and aimed it lower, at her irresistible pink asshole. Deb's fingers had barely the time to slide out of her well-greased backdoor, leaving her rubbery sphincter open and gaping for me, all shiny with lube and winking invitingly. Then, in a heartbeat, my fat purple glans was right there, pushing in, demanding entrance, wedging itself inside that tiny little opening that gave so much pleasure to me and Deb alike.
Glistening obscenely and visibly dripping with a lewd mixture of lube, saliva and girlcum, my fat dick looked menacingly huge and was achingly hard as I eased it inside Deb's tiniest, hottest, most intimate and most cock-hungry hole. Pushing slowly but firmly, I savored Deb's gasps of indecent joy and the blissful expression painted on her face as I crammed my glans into her winking asshole, wedging it fully in there at the first attempt. Looking at Deb and seeing her nodding and smiling and bringing her fingers to her swollen clit as she panted in anticipation and joy while savoring the feel of my cockhead stretching her slutty little sphincter wide open, I kept going, feeding inch after veiny inch of dickmeat into her distended, shaft-gripping butthole. Driving my dong deeper and deeper, gently but without stopping, I slid rapidly further up her ass with obscene ease, until, within seconds of breaching the gummy entrance of her lovely anus, I was balls-deep inside my sweet Deb's fabulous booty.
Even in my state of wild arousal, the warmth and tightness and smoothness of Deb's well-lubed anal walls engulfing my whole dick forced me to stop. Hugging me and caressing me, sucking my stiff shaft and holding it encased deep inside her exquisite asshole, Deb's steamy forbidden chute was offering me such an amazing mixture of pleasurable feelings that I just had to rein in my buttlust for a moment, to pause and savor those epic sensations.
I could never, ever get tired of that initial feeling, that first stunning rush of primal joy I always get right after I slot my whole cock all the way up Deb's ass. No matter how many times I have done it already, or how many more times I'm going to do it in the future, that sensation is always uniquely special in the present moment, over and over again, unfailingly.
Of course, the fact that Deb was on the verge of cumming and had brought her hand to her pussy, furiously fingering herself and rubbing away at her clit like a madwoman, snapped me out of my momentary pause pretty fast. And, if that lust-fueling spectacle wasn't enough, the intense dick-squeezing ripples that coursed through her narrow rectum and massaged my thick dong did the rest. After just a couple of seconds spent remaining motionless to bask in the steamy tip-to-root grip of her velvety anal tunnel, I began fucking Deb's ass with gusto.
As soon as I started, I knew that I would not be able to stop for quite a while. It was just too good and crazily addictive. So of course I fucked her ass harder. And faster. And deeper.
It wasn't exactly a new thing for me to get completely overpowered by my lust for Deb's perfect booty, and in fact nothing brought forth my inner caveman more than assfucking my adorable girlfriend to climax after gushing anal climax, but that night I went particularly deep into my intense obsession for Deb's epic bubble-butt. Luckily for both of us, she always liked it when I got possessed by that primordial assfucking impulse, which in turn woke up her own inner tigress.
Moments after I started plowing her delicious little butthole, Deb's fingers trembled on her clit and she shook all over, squealing incoherently while gushing out in climax, drenching both our crotches in her sweet runny girlcum. Hard and fast and balls-deep, my thrusts into her narrow rectum didn't stop as Deb whimpered and squirted and looked at me with bugged-out eyes, her mouth slack and caught in a vacant smile as she gurgled and gasped, overwhelmed by a big, sudden assgasm. And of course, determined as I was to give her many more of those, I kept buttfucking her through that intense climax, making it even more powerful and extending it significantly.
Glorying in the cock-milking spasms of her velvety anal walls clenching and gripping on my pistoning schlong, I took full advantage of the sheen of lubrication coating both my dick and Deb's chute. That obscene layer of slickness made mostly of lube, plus Deb's saliva and pussy juices, allowed me to keep up my forceful tempo even though her cozy rectum was now tighter than usual due to its orgasmic pulsations. As I crammed my whole fat schlong up her ass over and over again like a grunting caveman, I feasted my eyes on Deb's beauty, starting with amazement at the ecstatic smile dancing on her lips, then drinking in the heavy jiggling motions of her magnificent tits and then, obviously, staring in lustful awe at her tight little butt-ring, currently dilated several sizes larger than its usual miniature puckered shape, and wrapped greedily around my incessantly ass-cramming boner.
The gliding, clingy grip of that sweet snug orifice encircling my pole while the warm pressure of her velvety smooth anal walls massaged my cock had at the same time an exciting and placating effect on me. It was certainly relaxing and satisfying to be finally immersed inside Deb's asshole after having craved it all day, but those very feelings were also incredibly hot and arousing, and they egged me on to buttfuck her more and more and more.
And so, for a while, I kept drilling Deb's ass missionary style, holding onto her smooth legs and pushing them back all the way, so that she was essentially folded in half as she came and came and came, gushing rivulets of nectar from her empty pussy while I kept hammering her asshole with relentless butt-stuffing thrusts. As good as that felt though, at some point I decided that I wanted even more: it was time to switch to the main event.
Without much preamble, while Deb writhed and mewled and frenziedly rubbed her clit to get the most out of the continuous assgasmic state that my reckless booty-plundering tempo was gifting her, I suddenly pulled all the way out of her anus and let go of her shapely thighs. Before she could complain about it (which she tended to do any time I left her asshole empty, much to my lewd delight), I simply stated: "Hands and knees, babe."
Deb's instant reply was an even bigger and dopier smile than the one she already had on her lips, accompanied by a lascivious purr of wanton joy.
I can't really say that doggy is Deb's favorite position for anal, because whenever we discuss that interesting topic she is utterly unable to make up her mind. She seems to always find some new positive and very specific aspect to each different position every time she thinks about them, meaning that she pretty much likes them all, for different reasons. As for me, I can safely say that doggy style is absolutely my favorite way to fuck Deb's ass, no doubt about it.
Not that I don't like all the other numerous and delectable ways in which I usually sodomize my girlfriend, but the visual component of a good doggy style buttfuck is just priceless, because it beats every other angle, in my humble opinion. The image of Deb's big round booty, tilted up and offered eagerly to me, the bouncy, almost hypnotic motions of her fleshy globes jiggling away as I pound forcefully into her glorious rump, and then of course the clear, constantly available sight of her overstretched, shaft-gripping asshole gobbling up inch after meaty inch of my huge dick, making it disappear completely into her butt over and over again... Well, let's just say that all that eye candy is a massive addition to the already awesome experience of fucking my sweet Debs in the ass. It's a sort of bonus reward that is only obtainable when she gets on all fours for me, which she is always willing to do, like she immediately did that night.
Wiggling her big bouncy ass and then raising it up, pointing its plump roundness right at my rampant dick, Deb rested her head down on the bedspread as she assumed that most magic of buttsex position in a heartbeat. Unsurprisingly, I was just as quick to take advantage of it.
Well-oiled and already opened up thanks to my initial assault in the missionary position, Deb's soft and slightly gaping bootyhole accepted my raging boner with slutty ease, allowing me to slide all the way to the hilt inside her anus in one single smooth plunge. As soon as I was balls-deep inside her warm cock-engulfing rectum, I began thrusting away immediately and powerfully, mounting Deb's luscious bubble-butt without any restraint.
The fleshy, rapid-fire clapping sound produced by my thighs slamming hard into her big juicy ass filled the room, as did the broken, sexy moans of anal delight that Deb let out incessantly as I rode her rump like there was no tomorrow. Holding on to her flaring hips and bucking my hips as hard and fast as I could, I lost myself completely in the overdose of pleasure I was getting by plunging my dick without pause into the deepest, tightest and warmest depths of Deb's schlong-hungry anal chute. It was epic, and it was exactly what I needed after that intensely dick-hardening day.
Grunting and panting and buttfucking away, I let the cozy warmth and insane tightness of my beloved girlfriend's asshole imbue me with carnal joy, and I let the sights and sounds of our sinful anal coupling lull me into a state of sex-induced stupor. As I watched Deb's big asscheeks jiggle and bounce, I also stared raptly at my fat dick sliding in and out of her tautly dilated asshole and listened to her ecstatic whimpers of obscene bliss, all the while basking in the squeezing dick-hugging tightness of her heavenly forbidden chute. Drowning in that all-round sensory bliss, I lost track of time, and happily so.
I don't know how long it was before I regained some sense of reality, but I know that it was my impending ejaculation that called me back.
Unwilling and unable to stop my breakneck rump-riding gallop, I kept pounding Deb's ass like a madman to the very last second, and only when an animalistic growl erupted from my mouth and a geyser-like explosion of cum spouted into Deb's narrow rectum did I slam my dick balls-deep up her ass one last time and finally held still. Jammed to the hilt inside the rippling, shaft-wringing snugness of her steamy anal passage, I shivered in ecstasy while my thick milky seed inundated Deb's buttery bowels, plastering the deepest recesses of her tightest hole in my warm sperm. Rivulets of her girlcum rained down on my slit-bumping balls as Deb's massive gushing assgasm hit her super hard, making her legs tremble and buckle until they gave way underneath her, failing to support her in the doggy position any longer.
As my fat dick kept hosing down her anal walls with more and more gooey ropes of cum, Deb crumpled forward, and I went with her, so that she was lying flat, face down on the bed, with me draped on top of her soft curvy body. All the while, I kept my groin glued to Deb's epic bubble-butt, so that my bucking cock remained always fully crammed inside her snug little asshole, filling her rectum with every last drop of seed I had to give her.
When I finally stopped pumping her ass full cum, I was panting and short of breath, and so was Deb, whose orgasmic squeals had not stopped all through my monumental ejaculation. As always, she thrived on the feel of getting anally creampied, which made her already rolling assgasms even more intense, and caused her snug rectum to squeeze so powerfully all around my dick that it coaxed a giant load out of me even though I had cum into her mouth just a few minutes earlier. Even though her divinely tight asshole had left me blissfully empty of cum for the time being, and despite the fact that I was huffing and puffing and dizzy with the afterglow of my massive ejaculation, I was not done yet, as my persisting rectum-plugging erection demonstrated. Luckily for me, Deb was still plenty horny too.
Even though she was pretty wiped out and satisfied already, my sweet Debs had a tendency to shift into full tigress mode once she tasted the sweet ecstasy of anal climax. That night was no exception, and her inner buttslut was in fact particularly fired up, much to my joy.
Instead of considering herself sated and ready to collapse into a deep post-orgasmic sleep, which most girls in her position would have done and understandably so, Deb was super energized and hungry for more assfucking, and she easily communicated those horny feelings to me non-verbally, by squeezing and releasing her cum-plastered anal walls around the deeply embedded length of my thick pole, enveloping me in a series of tip-to-root voluntary contractions of her buttery bowels that felt weirdly similar to her epic deep-throating blowjobs. Actually, in many ways, those anal suctions were even more spectacularly good than one of her toe-curling throatjobs, which is saying a lot.
Breathless and hyper aroused as we both were, we stayed put for a little while, catching our breath and savoring the afterglow, all they while remaining deeply joined, with my huge dick stuffed all the up Deb's ass and her cozy rectum massaging me at her skilled command. The only movements we engaged in as we recuperated and soaked in the aftershocks of pleasure still coursing back and forth between our united bodies, were the gentle motions I initiated when, spurred into action by my irrepressible desire to fill my hands with Deb's huge tits, I rolled us both on our side, so that we were spooning snugly. As soon as I cupped her massive jugs while holding her in a cuddly bear hug, Deb giggled, amused as always by my desire for her.
"Jeez, baby!" she cooed as she turned her head and planted a passionate kiss on my lips. "You had to grab my tits too, uh? I thought my big ass was more than enough."
"I can never get enough of you, Debs," I replied simply. I was the truth, after all.
Even as we spoke and started trading languid smooches, I was already moving inside Deb's shaft-milking chute again. Nothing too crazy, not yet at least: I was just grinding my hips into her big beautiful booty, stirring her cum-sloppy rectum with my fat pole, making her mewl into my mouth, causing her seed-plastered anal walls to ripple in response to the meaty pressure and slick friction of my dong rubbing the deepest recesses of her sensitive, creamy forbidden tunnel.
Of course, given how good it felt to be crammed inside Deb's sperm-flooded asshole, I instinctively began picking up my pace in no time, so that I was soon pumping my massive boner in and out of her welcoming anus at a steady, powerful rhythm. I focused on keeping the speed of my thrusts fairly moderate, but still, combined with my tit-pawing attentions and with the fact that Deb had resumed working her fingers on her nectar-squishy clit with renewed vigor, that unhurried butt-stuffing tempo was more than enough to make my lovely girlfriend pant and moan as the ebb and flow of her assgasms was reignited once again.
Spooning her tight and playing with her puffy nipples while I kept massaging and kneading her huge fleshy jugs, I grinned with delight while I gradually added force and depths to my balls-deep thrusts into Deb's epic ass. My pleasure was not just coming from the squeezing warmth, the cum-lubed slickness and the shaft-milking snugness of her bootyhole, but also from the satisfaction I got from seeing her get more and more orgasm-addled right before my eyes. In all honesty, even though going full troglodyte on Deb's big booty is my favorite thing in the world, my second favorite is watching her and listening to her as she rubs her clit to climax after squealing, gushing climax with my cock all the while pumping firmly in and out of her ass.
It's a weird and super hot spectacle, because, in those type of situations, even though Deb's orgasms are for the most part due to the frenzied work of her nub-strumming digits, she still leaves me in control somehow, in the sense that she times the speed of her clit-circling motions on the intensity of my rectum-stuffing thrusts: if I pick up my pace and plunge my dong harder into her cozy butthole, she flicks her bean faster, and of course she cums more frequently and more violently.
As expected, while I increased my sodomizing rhythm, Deb tormented her swollen love button with more and more gusto. Quickly and to our mutual joy, I reached top butt-busting speed and set about the delicious task of slamming Deb's perfect ass without restraint once again, which meant that she too was going nuts on her clit, rubbing it furiously and cumming non-stop due to that mix of potent orgasm-inducing stimuli. At that point, Deb was too far gone to continue our initial make out session, which meant that her louder and louder wails of release were not muffled at all, and were blasting out at full volume.
PUBLIC BETA
Note: You can change font size, font face, and turn on dark mode by clicking the "A" icon tab in the Story Info Box.
You can temporarily switch back to a Classic Literotica experience during our ongoing public Beta testing. Please consider leaving feedback on issues you experience or suggest improvements.
"Uuhh fuuuck! Yyyes, yyyeeees! Fuck my ass baby! Fuuuuck... Uuuhh god, yesss! Ooooowhh shiiiit! Yyyyess, I'm cumming again! Oohhh fuck yes, harder, baby, fuck my ass hardeeeer!"
Hearing those squealing, breathless, moan-laced screams of anal rapture felt particularly arousing that night, because I knew that Deb's mom must be able to hear her yelling out all that sexy stuff. After all, the cabin wasn't that big, and Amanda's bedroom was right across the hall from ours. And even if she was still in the living room, reading on the couch, our door was just around the corner from there, and there was no way that the wooden walls around us would be enough to contain Deb's obscenely beautiful yells of anal ecstasy. The idea that Amanda was hearing everything, and the realization that Deb was doing nothing at all to prevent her mom from knowing that she was getting assfucked like an unapologetically horny buttslut, made me bold and impelled me to tease her a little.
"Easy, Debs!" I murmured into her ear as I peppered he neck with kisses, pawing her epic tits and slamming my thick pole relentlessly in and out of her clingy little asshole all the while. "You're getting pretty loud... Your mom will hear us..."
"Uuhh fuuuuck yeeess!" was the first thing that came out of Deb's mouth in response, but I couldn't really be sure that she was in fact addressing my concerns, or just expressing her insane butt-centric and clit-empowered bliss. Still, she did force some clearer words in between her husky, careless moans. "I don't care, baby... Let her hear... Uuuhhh! Ooowhh fuck, it's soooo good in my ass!"
I had to grin at that. Of course I already knew that Deb didn't mind being heard by her mom: a few hours earlier that they had been openly discussing our anal romps, and Deb even wanted me to fuck Amanda's MILFy ass! So yeah, I was playing dumb indeed, but, since Deb seemed so breezy about the whole thing, I figured that she wouldn't have any problem coming right out with it herself, especially at a moment like that, when she was super high on assgasms and therefore as loose as she could ever possibly get.
"You don't care, Debs? But what is she going to think?" I pressed on, adding force to my already butt-busting thrusts, making Deb squeal louder and yell out in even more obvious anal pleasure. "What will your mom think, hearing you cum with my cock up your tight little asshole, Debs?"
"Uuhh fuuuck yeeees! She's gonna hear it, that's good... She's gonna be so horny and she's gonna... Uuuhhh!" Deb wailed, her eyes rolling back in her head and her voice catching in her throat as she was cut off mid-sentence by another potent anal climax. "Ohhh my god, yeeesss! She's gonna want it too, uuuhhhh! Oohhh it's so fucking good! My ass is cumming so fucking much, babyyyy!"
Savagely horny, I hammered Deb's big booty with all I had, slamming my fat dong into her narrow cum-lubed rectum like a maniac as I kept pushing her, wanting her to just come out and say it.
"Really, Debs? Your mom is gonna want this?" I said, trying to sound incredulous and actually making a decent job of it, I think, given that I was in fact still dazed about the recent revelation of Amanda's so far secret anal desires. "No way!"
"Yes, yes, yeeeeeeesss!" Deb screamed out as she went crazy on her clit, enhancing her latest anal climax and thus cumming harder than ever, gushing all over the place. "She wants it in the ass too! She's a total buttslut, just like meeee! Uuuhhh fuuuuck... Ooowh yeeeeess! She needs it in the ass so bad, but she's not getting it... So... Uuhh... So... Ooohh my god!"
"So?..." I pushed, all the while cramming my shaft as hard and fast and deep into her ass as I could.
"So you need to do it, Jeff! Uuhhh fuuuuck yeeess! I want you to do it, baby! Uuhhh fuck, fuck, fuuuck yeeess!" Deb said, forcing her fluttering eyelids to open so that she could look me in the eye. Meanwhile, she was still cumming like crazy as I held her snugly in my arms and kept drilling her bubble-butt like a rutting caveman. "Uuhh I want you... Ooowhhh fuck! I want you to fuck my mom's ass, Jeff! Ooowhh fuuuck... Uhhh god, yeeeess!"
At that point, I didn't know what to say anymore. There it was, plain and simple and super hot, the kind of request that very few lucky guys ever get to hear from their amazing girlfriends. I didn't stop pounding Deb's ass, I was just too into it at that point, and I was almost past the point of no return, but I did take my time before I spoke again.
"Are you sure Debs?" I finally said, my tone as sober and serious as the circumstances allowed, which wasn't a lot, since my throbbing hard dick was flying incessantly in and out of Deb's rippling anal sheath. "I'm flattered, but... Are you absolutely sure about this?"
Nodding energetically even as I spoke, smiling blissfully and, as far as I could tell, not just because of the mega-climax coursing through her soft curvy body, Deb yelled out: "Yes, baby, yeess! Fuck my mom in the ass! I want thiiis! She needs it, Jeff! Do it, do it, do iiiiit pleeeease!"
Her loud, broken words, her lust-fueled enthusiasm, her beauty and her hotness, the love I saw in her eyes and the love I felt for her, it all suddenly hit me, all at once. That emotional surge and the super sexy realization that I was actually being allowed, and indeed invited, to fuck Amanda's gorgeous mommy-rump multiplied the insane pleasure that Deb's dick-milking asshole was gifting me by a thousandfold. Even as she yelled out again, shaking in orgasm, I could feel my ejaculation surging forth with unstoppable force.
"Do it, Jeff! Pleeease, do iiiiit!" Deb squealed, her anal walls spasming deliciously around my pistoning dong, her overstretched butt-ring clinging amazingly to my shaft, propelling me to another huge climax.
"Fuuuck! Ooohh fuck, yeaaahh!" I grunted, slamming my overswollen cock balls-deep up Deb's ass one last time and letting my orgasm explode in all its geyser-like power, flooding her bowels with rope after milky rope of cum once again.
As my fat dick flexed and throbbed violently against the tight, shaft-wringing walls of her velvety rectum and my cum sprayed a continuous butt-filling fountain of creamy ejaculate deep inside her buttery bowels, I pressed my mouth on Deb's lips and we kissed passionately. Spooned cozily to her, I felt her writhe in my arms as her latest brutal assgasm reignited, flaring brighter thanks to the climax-triggering deluge of seed that I was pumping deep into her asshole, thus eliciting more sweet rivulets of girlcum to squirt from her well-fingered pussy.
Locked together in that passionate spooning embrace, connected as tightly and deeply as we could by our entwined orgasms and our kisses, Deb and I fused into each other once again, and floated off to the ego-dissolving ocean of pleasure that we so often and so easily managed to dive into together during our anal couplings, losing all sense of anything that wasn't the merging of our deepest essences.
Regardless of the fact that the last coherent words we traded before we came simultaneously and blasted off together into our private heavenly realm of complete anal bliss were focused on Deb's desire for me to buttfuck her mom and my assent to that irresistible request, our current ecstasy didn't allow for any thoughts or considerations to register, other than what sprung from our entwined feelings of love and passion and soul-deep union.
Of course, at some point we would have to talk thinks through, and potentially take action as well, but there would be time for that later.
At that moment, the only physical link to reality I could recognize as meaningful came in the form of the endorphin-gifting sensations radiating from my hard cock pouring more and more gooey cum deep inside Deb's warm, super tight, schlong-hugging anal passage, and that was perfectly fine with me.
When all I need to know about, or care for, is the cozy grip of my adored girlfriend's gummy, dick-milking little bootyhole sucking avidly on my seed-spewing pole while she is in the throes of a screaming gushing assgasm, I tend to be perfectly happy with the world and everything in it. And why wouldn't I be?
To be continued...